Compound information

Natural Products
ZC3073888
Molecular Formula
C24H35NO2
Molecular Weight
369.26677936 g/mol
Structure
IUPAC Name
1-[(5Z,8E,11Z,14Z)-icosa-5,8,11,14-tetraenyl]pyrrole-2,5-dione
InChI
InChI=1S/C24H35NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22-25-23(26)20-21-24(25)27/h6-7,9-10,12-13,15-16,20-21H,2-5,8,11,14,17-19,22H2,1H3/b7-6-,10-9-,13-12+,16-15-
InChI Key
GZNZRHSGGQUYAP-AVHBIOJASA-N
SMILES
CCCCC/C=C\C/C=C\C/C=C/C/C=C\CCCCN1C(=O)C=CC1=O
Source
ZINC000169298835

Warheads

Acrylamide
Acrylamide


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 27 Ring Count 1
Heteroatom Count 3 Rotatable Bond Count 15
Hydrogen Bond Acceptor Count 2 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 37.38 Å2 LogP 5.016
LogS -7.555 LogD 4.386


Absorption

Property Value Property Value
Pgp inhibitor 0.79 Pgp substrate 0.047
HIA 0.74 F20 % 0.854
F30 % 0.0 Caco-2 -5.048
MDCK -5.847


Distribution

Property Value Property Value
BBB Penetration 0.008 PPB 92.941
VD 0.712 Fu 2.479


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.934 CYP1A2 substrate 0.471
CYP2A6 substrate 0.541 CYP2B6 substrate 0.36
CYP2C19 inhibitor 0.433 CYP2C19 substrate 0.45
CYP2C8 substrate 0.558 CYP2C9 inhibitor 0.397
CYP2C9 substrate 0.104 CYP2D6 inhibitor 0.472
CYP2D6 substrate 0.346 CYP2E1 substrate 0.573
CYP3A4 inhibitor 0.349 CYP3A4 substrate 0.049


Excretion

Property Value Property Value
T1/2 0.968 CL 8.52


Toxicity

Property Value Property Value
hERG Blockers 0.781 Hepatotoxicity 0.998
Mutagenicity 0.904 Rat Oral Acute Toxicity 0.009
FDAMDD 0.83 Skin Sensitization 0.99
Carcinogenicity 0.029 Eye Corrosion 0.07
Eye Irritation 0.828 Respiratory Toxicity 0.126


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.133 IGC50 6.303
LC50FM 2.757 LC50DM 5.976


Tox21 Pathway

Property Value Property Value
NR-AR 0.067 NR-AR-LBD 0.262
NR-AhR 0.002 NR-Aromatase 0.088
NR-ER 0.266 NR-ER-LBD 0.46
NR-PPAR-gamma 0.871 SR-ARE 0.009
SR-ATAD5 0.447 SR-HSE 0.978
SR-MMP 0.083 SR-p53 0.774


Similar covalent inhibitors

CI002705

Similarity Score: 1.00

CI002710

Similarity Score: 0.90

CI002153

Similarity Score: 0.70

CI002748

Similarity Score: 0.70

CI002724

Similarity Score: 0.55

CI002731

Similarity Score: 0.53



Similar covalent drugs

No similar covalent drugs found for this compound.