Compound information

Natural Products
ZC2264229
Molecular Formula
C21H24N2O3
Molecular Weight
352.178692628 g/mol
Structure
IUPAC Name
benzyl (2S)-2-[[(1R)-1-phenylethyl]carbamoyl]pyrrolidine-1-carboxylate
InChI
InChI=1S/C21H24N2O3/c1-16(18-11-6-3-7-12-18)22-20(24)19-13-8-14-23(19)21(25)26-15-17-9-4-2-5-10-17/h2-7,9-12,16,19H,8,13-15H2,1H3,(H,22,24)/t16-,19+/m1/s1
InChI Key
DLCCUHZGZIOGSR-APWZRJJASA-N
SMILES
C[C@@H](NC(=O)[C@@H]1CCCN1C(=O)OCc1ccccc1)c1ccccc1
Source
ZINC000002940092

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 26 Ring Count 3
Heteroatom Count 5 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 58.64 Å2 LogP 3.499
LogS -4.339 LogD 3.495


Absorption

Property Value Property Value
Pgp inhibitor 0.064 Pgp substrate 0.026
HIA 0.967 F20 % 0.994
F30 % 0.662 Caco-2 -4.419
MDCK -4.791


Distribution

Property Value Property Value
BBB Penetration 0.01 PPB 95.413
VD 0.647 Fu 1.279


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.119 CYP1A2 substrate 0.764
CYP2A6 substrate 0.78 CYP2B6 substrate 0.674
CYP2C19 inhibitor 0.661 CYP2C19 substrate 0.945
CYP2C8 substrate 0.825 CYP2C9 inhibitor 0.898
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.155
CYP2D6 substrate 0.992 CYP2E1 substrate 0.234
CYP3A4 inhibitor 0.5 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.376 CL 5.349


Toxicity

Property Value Property Value
hERG Blockers 0.05 Hepatotoxicity 0.655
Mutagenicity 0.003 Rat Oral Acute Toxicity 0.439
FDAMDD 0.745 Skin Sensitization 0.005
Carcinogenicity 0.027 Eye Corrosion 0.003
Eye Irritation 0.025 Respiratory Toxicity 0.15


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.745 IGC50 3.454
LC50FM 2.908 LC50DM 5.177


Tox21 Pathway

Property Value Property Value
NR-AR 0.382 NR-AR-LBD 0.18
NR-AhR 0.007 NR-Aromatase 0.032
NR-ER 0.263 NR-ER-LBD 0.437
NR-PPAR-gamma 0.227 SR-ARE 0.159
SR-ATAD5 0.298 SR-HSE 0.166
SR-MMP 0.109 SR-p53 0.018


Similar covalent inhibitors

CI000827

Similarity Score: 0.59

CI000073

Similarity Score: 0.57

CI000824

Similarity Score: 0.57

CI001672

Similarity Score: 0.57

CI000373

Similarity Score: 0.56

CI000823

Similarity Score: 0.55

CI000826

Similarity Score: 0.55

CI001055

Similarity Score: 0.55

CI008156

Similarity Score: 0.52

CI000329

Similarity Score: 0.51

CI000336

Similarity Score: 0.51

CI000344

Similarity Score: 0.51

CI000825

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.