Compound information

Natural Products
ZC331129
Molecular Formula
C16H18N2O3
Molecular Weight
286.131742436 g/mol
Structure
IUPAC Name
benzyl (2S)-2-(prop-2-ynylcarbamoyl)pyrrolidine-1-carboxylate
InChI
InChI=1S/C16H18N2O3/c1-2-10-17-15(19)14-9-6-11-18(14)16(20)21-12-13-7-4-3-5-8-13/h1,3-5,7-8,14H,6,9-12H2,(H,17,19)/t14-/m0/s1
InChI Key
CENILUCZPMCQHO-AWEZNQCLSA-N
SMILES
C#CCNC(=O)[C@@H]1CCCN1C(=O)OCc1ccccc1
Source
ZINC000089261802

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 21 Ring Count 2
Heteroatom Count 5 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 58.64 Å2 LogP 1.731
LogS -2.105 LogD 1.55


Absorption

Property Value Property Value
Pgp inhibitor 0.547 Pgp substrate 0.017
HIA 0.963 F20 % 0.99
F30 % 0.305 Caco-2 -4.896
MDCK -4.69


Distribution

Property Value Property Value
BBB Penetration 0.089 PPB 86.395
VD 0.49 Fu 0.911


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.418 CYP1A2 substrate 0.714
CYP2A6 substrate 0.644 CYP2B6 substrate 0.618
CYP2C19 inhibitor 0.12 CYP2C19 substrate 0.886
CYP2C8 substrate 0.744 CYP2C9 inhibitor 0.32
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.015
CYP2D6 substrate 0.952 CYP2E1 substrate 0.261
CYP3A4 inhibitor 0.142 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.65 CL 4.396


Toxicity

Property Value Property Value
hERG Blockers 0.003 Hepatotoxicity 0.877
Mutagenicity 0.034 Rat Oral Acute Toxicity 0.182
FDAMDD 0.573 Skin Sensitization 0.417
Carcinogenicity 0.122 Eye Corrosion 0.003
Eye Irritation 0.13 Respiratory Toxicity 0.845


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.205 IGC50 2.615
LC50FM 2.866 LC50DM 5.852


Tox21 Pathway

Property Value Property Value
NR-AR 0.167 NR-AR-LBD 0.212
NR-AhR 0.003 NR-Aromatase 0.023
NR-ER 0.21 NR-ER-LBD 0.375
NR-PPAR-gamma 0.168 SR-ARE 0.1
SR-ATAD5 0.334 SR-HSE 0.115
SR-MMP 0.015 SR-p53 0.015


Similar covalent inhibitors

CI001672

Similarity Score: 0.63

CI000073

Similarity Score: 0.58

CI001055

Similarity Score: 0.56

CI001674

Similarity Score: 0.55

CI001676

Similarity Score: 0.54

CI001679

Similarity Score: 0.52

CI001673

Similarity Score: 0.51

CI001678

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.