Compound information

Natural Products
ZC130154
Molecular Formula
C13H16N2O3S
Molecular Weight
280.088163372 g/mol
Structure
IUPAC Name
N-[(3S)-1-(benzenesulfonyl)pyrrolidin-3-yl]prop-2-enamide
InChI
InChI=1S/C13H16N2O3S/c1-2-13(16)14-11-8-9-15(10-11)19(17,18)12-6-4-3-5-7-12/h2-7,11H,1,8-10H2,(H,14,16)/t11-/m0/s1
InChI Key
KZMWCKGBKPBJFV-NSHDSACASA-N
SMILES
C=CC(=O)N[C@H]1CCN(S(=O)(=O)c2ccccc2)C1
Source
ZINC001875367358

Warheads

Acrylamide


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 19 Ring Count 2
Heteroatom Count 6 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 66.48 Å2 LogP 0.891
LogS -2.433 LogD 1.158


Absorption

Property Value Property Value
Pgp inhibitor 0.004 Pgp substrate 0.978
HIA 0.967 F20 % 0.995
F30 % 0.823 Caco-2 -4.804
MDCK -4.711


Distribution

Property Value Property Value
BBB Penetration 0.26 PPB 79.676
VD 0.548 Fu 0.799


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.005 CYP1A2 substrate 0.434
CYP2A6 substrate 0.633 CYP2B6 substrate 0.639
CYP2C19 inhibitor 0.075 CYP2C19 substrate 0.831
CYP2C8 substrate 0.672 CYP2C9 inhibitor 0.007
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.003
CYP2D6 substrate 0.954 CYP2E1 substrate 0.777
CYP3A4 inhibitor 0.015 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.358 CL 5.532


Toxicity

Property Value Property Value
hERG Blockers 0.01 Hepatotoxicity 0.91
Mutagenicity 0.002 Rat Oral Acute Toxicity 0.255
FDAMDD 0.697 Skin Sensitization 0.046
Carcinogenicity 0.406 Eye Corrosion 0.509
Eye Irritation 0.893 Respiratory Toxicity 0.56


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.296 IGC50 2.924
LC50FM 1.971 LC50DM 3.102


Tox21 Pathway

Property Value Property Value
NR-AR 0.19 NR-AR-LBD 0.31
NR-AhR 0.006 NR-Aromatase 0.032
NR-ER 0.233 NR-ER-LBD 0.31
NR-PPAR-gamma 0.204 SR-ARE 0.829
SR-ATAD5 0.33 SR-HSE 0.07
SR-MMP 0.013 SR-p53 0.024


Similar covalent inhibitors

CI001121

Similarity Score: 0.62

CI001164

Similarity Score: 0.62

CI001113

Similarity Score: 0.53



Similar covalent drugs

No similar covalent drugs found for this compound.