Naphthalene

Details

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Internal ID 2f19da4f-cd73-4279-999b-38f8cd492e0b
Taxonomy Benzenoids > Naphthalenes
IUPAC Name naphthalene
SMILES (Canonical) C1=CC=C2C=CC=CC2=C1
SMILES (Isomeric) C1=CC=C2C=CC=CC2=C1
InChI InChI=1S/C10H8/c1-2-6-10-8-4-3-7-9(10)5-1/h1-8H
InChI Key UFWIBTONFRDIAS-UHFFFAOYSA-N
Popularity 33,320 references in papers

Physical and Chemical Properties

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Molecular Formula C10H8
Molecular Weight 128.17 g/mol
Exact Mass 128.062600255 g/mol
Topological Polar Surface Area (TPSA) 0.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 2.84
H-Bond Acceptor 0
H-Bond Donor 0
Rotatable Bonds 0

Synonyms

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91-20-3
Naphthalin
Tar camphor
White tar
Albocarbon
Naphthene
Camphor tar
Naphthaline
Moth balls
Moth flakes
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Naphthalene

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9954 99.54%
Caco-2 + 0.9749 97.49%
Blood Brain Barrier + 0.9750 97.50%
Human oral bioavailability + 0.7714 77.14%
Subcellular localzation Lysosomes 0.8244 82.44%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9786 97.86%
OATP1B3 inhibitior + 0.9656 96.56%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.8219 82.19%
P-glycoprotein inhibitior - 0.9819 98.19%
P-glycoprotein substrate - 0.9975 99.75%
CYP3A4 substrate - 0.8615 86.15%
CYP2C9 substrate - 0.8036 80.36%
CYP2D6 substrate + 0.3525 35.25%
CYP3A4 inhibition - 0.9288 92.88%
CYP2C9 inhibition - 0.9070 90.70%
CYP2C19 inhibition - 0.8548 85.48%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition + 0.6798 67.98%
CYP2C8 inhibition - 0.9672 96.72%
CYP inhibitory promiscuity + 0.5335 53.35%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.5700 57.00%
Carcinogenicity (trinary) Warning 0.4954 49.54%
Eye corrosion + 0.6689 66.89%
Eye irritation + 1.0000 100.00%
Skin irritation + 0.9222 92.22%
Skin corrosion - 0.7730 77.30%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7462 74.62%
Micronuclear - 0.6024 60.24%
Hepatotoxicity + 0.9750 97.50%
skin sensitisation + 0.9334 93.34%
Respiratory toxicity - 0.8889 88.89%
Reproductive toxicity - 0.8778 87.78%
Mitochondrial toxicity - 0.9875 98.75%
Nephrotoxicity + 0.6820 68.20%
Acute Oral Toxicity (c) III 0.7913 79.13%
Estrogen receptor binding - 0.5759 57.59%
Androgen receptor binding - 0.5883 58.83%
Thyroid receptor binding - 0.7971 79.71%
Glucocorticoid receptor binding - 0.8668 86.68%
Aromatase binding - 0.6842 68.42%
PPAR gamma - 0.7617 76.17%
Honey bee toxicity - 0.9515 95.15%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.9800 98.00%
Fish aquatic toxicity + 0.9750 97.50%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL3687 P18054 Arachidonate 12-lipoxygenase 39810.7 nM
Potency
via CMAUP
CHEMBL5282 P11509 Cytochrome P450 2A6 25000 nM
25003.45 nM
IC50
IC50
PMID: 15658857
PMID: 19110342

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.86% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.72% 95.56%

Cross-Links

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PubChem 931
NPASS NPC291066
ChEMBL CHEMBL16293
LOTUS LTS0254484
wikiData Q179724