Compound information

Natural Products
ZC1870807
Molecular Formula
C21H24N2O3
Molecular Weight
352.178692628 g/mol
Structure
IUPAC Name
benzyl (2S)-2-(2-phenylethylcarbamoyl)pyrrolidine-1-carboxylate
InChI
InChI=1S/C21H24N2O3/c24-20(22-14-13-17-8-3-1-4-9-17)19-12-7-15-23(19)21(25)26-16-18-10-5-2-6-11-18/h1-6,8-11,19H,7,12-16H2,(H,22,24)/t19-/m0/s1
InChI Key
YDUUUFDZIBNORX-IBGZPJMESA-N
SMILES
O=C(NCCc1ccccc1)[C@@H]1CCCN1C(=O)OCc1ccccc1
Source
ZINC000096783007

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 26 Ring Count 3
Heteroatom Count 5 Rotatable Bond Count 6
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 58.64 Å2 LogP 3.471
LogS -3.822 LogD 3.64


Absorption

Property Value Property Value
Pgp inhibitor 0.973 Pgp substrate 0.01
HIA 0.97 F20 % 0.993
F30 % 0.13 Caco-2 -4.422
MDCK -4.713


Distribution

Property Value Property Value
BBB Penetration 0.004 PPB 94.386
VD 2.05 Fu 1.385


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.352 CYP1A2 substrate 0.733
CYP2A6 substrate 0.565 CYP2B6 substrate 0.674
CYP2C19 inhibitor 0.843 CYP2C19 substrate 0.89
CYP2C8 substrate 0.807 CYP2C9 inhibitor 0.89
CYP2C9 substrate 0.947 CYP2D6 inhibitor 0.724
CYP2D6 substrate 0.979 CYP2E1 substrate 0.187
CYP3A4 inhibitor 0.39 CYP3A4 substrate 0.997


Excretion

Property Value Property Value
T1/2 0.54 CL 7.242


Toxicity

Property Value Property Value
hERG Blockers 0.903 Hepatotoxicity 0.436
Mutagenicity 0.002 Rat Oral Acute Toxicity 0.55
FDAMDD 0.714 Skin Sensitization 0.309
Carcinogenicity 0.038 Eye Corrosion 0.002
Eye Irritation 0.017 Respiratory Toxicity 0.134


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.643 IGC50 3.899
LC50FM 2.592 LC50DM 2.188


Tox21 Pathway

Property Value Property Value
NR-AR 0.372 NR-AR-LBD 0.159
NR-AhR 0.015 NR-Aromatase 0.032
NR-ER 0.326 NR-ER-LBD 0.462
NR-PPAR-gamma 0.236 SR-ARE 0.211
SR-ATAD5 0.378 SR-HSE 0.284
SR-MMP 0.171 SR-p53 0.022


Similar covalent inhibitors

CI001672

Similarity Score: 0.63

CI008156

Similarity Score: 0.61

CI000073

Similarity Score: 0.60

CI001055

Similarity Score: 0.58

CI001676

Similarity Score: 0.54

CI001679

Similarity Score: 0.52

CI008157

Similarity Score: 0.51

CI001678

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.