Compound information

Natural Products
NACP42879
Molecular Formula
C24H35NO2
Molecular Weight
369.26677936 g/mol
Structure
IUPAC Name
1-icosa-5,8,11,14-tetraenylpyrrole-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
InChI Key
GZNZRHSGGQUYAP-UHFFFAOYSA-N
SMILES
O=C1C=CC(=O)N1CCCCC=CCC=CCC=CCC=CCCCCC
CAS
SuperClass
Organoheterocyclic compounds
Class
Pyrrolidines
SubClass
Pyrrolidones
Source
CNP0347548

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 7.184
LogS -6.916 LogD 5.408


Absorption

Property Value Property Value
Pgp inhibitor 0.997 Pgp substrate 0.0
HIA 0.936 F20 % 0.99
F30 % 0.628 Caco-2 -4.586
MDCK -4.228


Distribution

Property Value Property Value
BBB Penetration 0.018 PPB 88.505
VD 0.991 Fu 2.018


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.582 CYP1A2 substrate 0.312
CYP2A6 substrate 0.261 CYP2B6 substrate 0.346
CYP2C19 inhibitor 0.135 CYP2C19 substrate 0.375
CYP2C8 substrate 0.47 CYP2C9 inhibitor 0.739
CYP2C9 substrate 0.052 CYP2D6 inhibitor 0.065
CYP2D6 substrate 0.304 CYP2E1 substrate 0.411
CYP3A4 inhibitor 0.36 CYP3A4 substrate 0.006


Excretion

Property Value Property Value
T1/2 0.685 CL 6.224


Toxicity

Property Value Property Value
hERG Blockers 0.974 Hepatotoxicity 0.197
Mutagenicity 0.635 Rat Oral Acute Toxicity 0.001
FDAMDD 0.55 Skin Sensitization 0.987
Carcinogenicity 0.123 Eye Corrosion 0.988
Eye Irritation 0.923 Respiratory Toxicity 0.556


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.548 IGC50 4.285
LC50FM 6.394 LC50DM 6.286


Tox21 Pathway

Property Value Property Value
NR-AR 0.316 NR-AR-LBD 0.233
NR-AhR 0.017 NR-Aromatase 0.531
NR-ER 0.519 NR-ER-LBD 0.396
NR-PPAR-gamma 0.825 SR-ARE 0.87
SR-ATAD5 0.452 SR-HSE 0.941
SR-MMP 0.974 SR-p53 0.787


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.