Calycanthine

Details

• Internal ID: f28d3c58-bc99-4c59-9629-8d3b2bd611a0
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Aminoquinolines and derivatives
• IUPAC Name: (1S,2R,10S,11R)-21,24-dimethyl-3,12,21,24-tetrazahexacyclo[9.7.3.32,10.01,10.04,9.013,18]tetracosa-4,6,8,13,15,17-hexaene
• SMILES (Canonical): CN1CCC23C4NC5=CC=CC=C5C2(C1NC6=CC=CC=C36)CCN4C
• SMILES (Isomeric): CN1CC[C@@]23[C@@H]4NC5=CC=CC=C5[C@@]2([C@@H]1NC6=CC=CC=C36)CCN4C
• InChI: InChI=1S/C22H26N4/c1-25-13-11-22-16-8-4-5-9-17(16)23-19(25)21(22)12-14-26(2)20(22)24-18-10-6-3-7-15(18)21/h3-10,19-20,23-24H,11-14H2,1-2H3/t19-,20-,21-,22-/m1/s1
• InChI Key: XSYCDVWYEVUDKQ-GXRSIYKFSA-N
• Popularity: 74 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆N₄
• Molecular Weight: 346.50 g/mol
• Exact Mass: 346.21574685 g/mol
• Topological Polar Surface Area (TPSA): 30.50 Ų
• XlogP: 3.90

Synonyms

• 595-05-1
• F62N8QPR7V
• CHEBI:3333
• (1S,2R,10S,11R)-21,24-dimethyl-3,12,21,24-tetraazahexacyclo[9.7.3.3(2,10).0(1,10).0(4,9).0(13,18)]tetracosa-4,6,8,13,15,17-hexaene
• (4bS,5R,10bS,11R)-13,18-dimethyl-5,6,11,12-tetrahydro-5,10b:11,4b-di(epiminoethano)dibenzo[c,h]-2,6-naphthyridine
• UNII-F62N8QPR7V
• NSC99016
• NSC-99016
• EINECS 209-857-7
• NSC 99016
• D-CALYCANTHINE
• Prestwick3_000595
• CALYCANTHINE [MI]
• BSPBio_000470
• MLS002153896
• SCHEMBL893195
• BPBio1_000518
• CHEMBL464770
• HMS2096H12
• HMS2230M13
• HY-N5121
• AKOS040760131
• AC-34463
• MS-25332
• SMR001233245
• AB00513866
• CS-0032443
• BRD-K59851896-001-02-4
• Q27106029
• (1S,2R,10S,11R)-21,24-dimethyl-3,12,21,24-tetrazahexacyclo[9.7.3.32,10.01,10.04,9.013,18]tetracosa-4,6,8,13,15,17-hexaene
• (4BS,5R,10BS,11R)-5,6,11,12-TETRAHYDRO-13,18-DIMETHYL-5,10B:11,4B-BIS(IMINOETHANO)-DIBENZO(C,H)(2,6)NAPHTHYRIDINE
• 5,10B:11,4B-BIS(IMINOETHANO)DIBENZO(C,H)(2,6)NAPHTHYRIDINE, 5,6,11,12-TETRAHYDRO-13,18-DIMETHYL-, (4BS,5R,10BS,11R)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.10%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.17%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.46%	95.56%
CHEMBL4208	P20618	Proteasome component C5	87.92%	90.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.63%	94.62%
CHEMBL238	Q01959	Dopamine transporter	86.39%	95.88%
CHEMBL5805	Q9NR97	Toll-like receptor 8	85.40%	96.25%
CHEMBL1937	Q92769	Histone deacetylase 2	85.24%	94.75%
CHEMBL3524	P56524	Histone deacetylase 4	82.18%	92.97%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.91%	96.39%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.47%	93.40%
CHEMBL5028	O14672	ADAM10	81.32%	97.50%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	81.18%	90.71%

Plants that contains it

• Bhesa archboldiana
• Calycanthus floridus var. glaucus
• Chimonanthus praecox
• Eumachia forsteriana
• Idiospermum australiense
• Palicourea coriacea
• Palicourea semirasa

Cross-Links

• PubChem: 5392245
• LOTUS: LTS0076637
• wikiData: Q27106029