Isoguanine

Details

• Internal ID: a50b504e-9cf7-43be-b1ae-e8d917c78c96
• Taxonomy: Organoheterocyclic compounds > Imidazopyrimidines > Purines and purine derivatives > 6-aminopurines
• IUPAC Name: 6-amino-1,7-dihydropurin-2-one
• InChI: InChI=1S/C5H5N5O/c6-3-2-4(8-1-7-2)10-5(11)9-3/h1H,(H4,6,7,8,9,10,11)
• InChI Key: DRAVOWXCEBXPTN-UHFFFAOYSA-N
• Popularity: 292 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₅N₅O
• Molecular Weight: 151.13 g/mol
• Exact Mass: 151.04940980 g/mol
• Topological Polar Surface Area (TPSA): 91.90 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -0.77
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• 3373-53-3
• 2-hydroxyadenine
• 6-amino-7H-purin-2-ol
• 6-amino-1,7-dihydropurin-2-one
• 6-Amino-1,3-dihydro-2H-purin-2-one
• 2-oxoadenine
• 2-Oxyadenine
• CHEBI:62462
• E335PK4428
• NSC-241501
• DTXSID00187406
• 2-OH-Ade
• RefChem:149393
• DTXCID70109897
• 222-157-6
• 6-amino-3,7-dihydro-2H-purin-2-one
• 2-Hydroxy-6-aminopurine
• 6-Amino-2-hydroxypurine
• 6-amino-9H-purin-2-ol
• 149297-79-0
• Fludarabine PHosphate impurity B
• MFCD00142931
• 6-amino-3,9-dihydro-2H-purin-2-one
• isoguanin
• UNII-E335PK4428
• EINECS 222-157-6
• Fludarabine Phosphate EP Impurity B
• 6-aminopurin-2-ol
• dihydro-2-oxoadenine
• GUANOPTERIN
• NSC 241501
• 2H-Purin-2-one, 6-amino-1,3-dihydro-
• purine, 6-amino-2-hydroxy-
• SCHEMBL134675
• SCHEMBL134676
• SCHEMBL156950
• SCHEMBL432772
• SCHEMBL887740
• SCHEMBL887741
• SCHEMBL999051
• 2H-Purin-2-one,3-dihydro-
• CHEMBL506639
• orb1307044
• SCHEMBL3666185
• SCHEMBL4058595
• SCHEMBL4748766
• SCHEMBL6545701
• SCHEMBL6545704
• SCHEMBL6678737
• SCHEMBL29569323
• MSK6933
• DRAVOWXCEBXPTN-UHFFFAOYSA-N
• 6-amino-3,7-dihydropurin-2-one
• 6-amino-3,9-dihydropurin-2-one
• 6-amino-3,7-dihydro-purin-2-one
• 6-Amino-3,9-dihydro-purin-2-one
• BDBM50497031
• CCG-47772
• MFCD00070574
• NSC241501
• SBB066301
• STL454962
• 6-Amino-9H-purin-2-ol, AldrichCPR
• AKOS006229677
• AKOS015854519
• AKOS015896923
• AKOS015904753
• AKOS016008986
• DS-5009
• 6-amino-3,7(9)-dihydro-purin-2-one
• ST092936
• SY057869
• HY-124143
• CS-0084463
• I0370
• NS00029534
• C74731
• EN300-2924752
• 2H-PURIN-2-ONE, 6-AMINO-3,7-DIHYDRO-
• 373I533
• Q6085780
• SR-01000637365-1
• FLUDARABINE PHOSPHATE IMPURITY B [EP IMPURITY]
• 6-Amino-7H-purin-2-ol; Fludarabine Phosphate EP Impurity B
• FLUDARABINE PHOSPHATE IMPURITY, ISOGUANINE [USP IMPURITY]
• IGA

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	-	0.8327	83.27%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Nucleus	0.4233	42.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9718	97.18%
OATP1B3 inhibitior	+	0.9505	95.05%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8968	89.68%
P-glycoprotein inhibitior	-	0.9878	98.78%
P-glycoprotein substrate	-	0.9000	90.00%
CYP3A4 substrate	-	0.6781	67.81%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8523	85.23%
CYP3A4 inhibition	-	0.9606	96.06%
CYP2C9 inhibition	-	0.9409	94.09%
CYP2C19 inhibition	-	0.8437	84.37%
CYP2D6 inhibition	-	0.9092	90.92%
CYP1A2 inhibition	-	0.6979	69.79%
CYP2C8 inhibition	-	0.9437	94.37%
CYP inhibitory promiscuity	-	0.9829	98.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9423	94.23%
Carcinogenicity (trinary)	Non-required	0.5756	57.56%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.5791	57.91%
Skin irritation	-	0.7194	71.94%
Skin corrosion	-	0.9725	97.25%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6833	68.33%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.9384	93.84%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6819	68.19%
Acute Oral Toxicity (c)	III	0.6798	67.98%
Estrogen receptor binding	-	0.8201	82.01%
Androgen receptor binding	-	0.5704	57.04%
Thyroid receptor binding	-	0.5530	55.30%
Glucocorticoid receptor binding	-	0.7904	79.04%
Aromatase binding	+	0.5404	54.04%
PPAR gamma	-	0.7313	73.13%
Honey bee toxicity	-	0.8742	87.42%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	-	0.7762	77.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	89.13%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.12%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.78%	85.14%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.37%	85.30%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.12%	99.23%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.67%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.64%	94.45%
CHEMBL2535	P11166	Glucose transporter	84.35%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.94%	94.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.03%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.33%	96.09%
CHEMBL290	Q13370	Phosphodiesterase 3B	81.28%	94.00%

Plants that contains it

• Croton tiglium

Cross-Links

• PubChem: 76900
• NPASS: NPC312187