Compound information

Natural Products
ZC58742
Molecular Formula
C9H11NO4
Molecular Weight
197.068807832 g/mol
Structure
IUPAC Name
5-(2,5-dioxopyrrol-1-yl)pentanoic acid
InChI
InChI=1S/C9H11NO4/c11-7-4-5-8(12)10(7)6-2-1-3-9(13)14/h4-5H,1-3,6H2,(H,13,14)
InChI Key
ACVAAFHNDGTZLL-UHFFFAOYSA-N
SMILES
O=C(O)CCCCN1C(=O)C=CC1=O
Source
ZINC000002527723

Warheads

Acrylamide
Acrylamide


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 14 Ring Count 1
Heteroatom Count 5 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 74.68 Å2 LogP 0.967
LogS -1.497 LogD -0.91


Absorption

Property Value Property Value
Pgp inhibitor 0.013 Pgp substrate 0.003
HIA 0.901 F20 % 0.987
F30 % 0.248 Caco-2 -5.119
MDCK -4.655


Distribution

Property Value Property Value
BBB Penetration 0.997 PPB 76.779
VD 0.507 Fu 0.6


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.016 CYP1A2 substrate 0.407
CYP2A6 substrate 0.286 CYP2B6 substrate 0.406
CYP2C19 inhibitor 0.037 CYP2C19 substrate 0.317
CYP2C8 substrate 0.551 CYP2C9 inhibitor 0.011
CYP2C9 substrate 0.029 CYP2D6 inhibitor 0.034
CYP2D6 substrate 0.052 CYP2E1 substrate 0.348
CYP3A4 inhibitor 0.007 CYP3A4 substrate 0.057


Excretion

Property Value Property Value
T1/2 0.775 CL 2.717


Toxicity

Property Value Property Value
hERG Blockers 0.07 Hepatotoxicity 0.245
Mutagenicity 0.004 Rat Oral Acute Toxicity 0.052
FDAMDD 0.114 Skin Sensitization 0.932
Carcinogenicity 0.122 Eye Corrosion 0.01
Eye Irritation 0.978 Respiratory Toxicity 0.011


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.126 IGC50 2.059
LC50FM 2.351 LC50DM 3.918


Tox21 Pathway

Property Value Property Value
NR-AR 0.145 NR-AR-LBD 0.281
NR-AhR 0.008 NR-Aromatase 0.085
NR-ER 0.222 NR-ER-LBD 0.336
NR-PPAR-gamma 0.831 SR-ARE 0.861
SR-ATAD5 0.506 SR-HSE 0.781
SR-MMP 0.028 SR-p53 0.412


Similar covalent inhibitors

CI002724

Similarity Score: 0.67

CI002731

Similarity Score: 0.64

CI002153

Similarity Score: 0.53

CI002748

Similarity Score: 0.53

CI002665

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.