Compound information

Natural Products
ZC861577
Molecular Formula
C21H29N3O6
Molecular Weight
419.205635648 g/mol
Structure
IUPAC Name
benzyl (2S)-2-[[(1S)-1-[(2-methoxy-2-oxo-ethyl)carbamoyl]-2-methyl-propyl]carbamoyl]pyrrolidine-1-carboxylate
InChI
InChI=1S/C21H29N3O6/c1-14(2)18(20(27)22-12-17(25)29-3)23-19(26)16-10-7-11-24(16)21(28)30-13-15-8-5-4-6-9-15/h4-6,8-9,14,16,18H,7,10-13H2,1-3H3,(H,22,27)(H,23,26)/t16-,18-/m0/s1
InChI Key
TVCNPXGWXYJWMS-WMZOPIPTSA-N
SMILES
COC(=O)CNC(=O)[C@@H](NC(=O)[C@@H]1CCCN1C(=O)OCc1ccccc1)C(C)C
Source
ZINC000005706852

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 2
Heteroatom Count 9 Rotatable Bond Count 8
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 114.04 Å2 LogP 1.859
LogS -2.653 LogD 2.242


Absorption

Property Value Property Value
Pgp inhibitor 0.016 Pgp substrate 0.162
HIA 0.951 F20 % 0.97
F30 % 0.243 Caco-2 -4.538
MDCK -5.106


Distribution

Property Value Property Value
BBB Penetration 0.01 PPB 80.367
VD 0.834 Fu 1.249


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.444
CYP2A6 substrate 0.369 CYP2B6 substrate 0.477
CYP2C19 inhibitor 0.126 CYP2C19 substrate 0.776
CYP2C8 substrate 0.697 CYP2C9 inhibitor 0.127
CYP2C9 substrate 0.583 CYP2D6 inhibitor 0.039
CYP2D6 substrate 0.442 CYP2E1 substrate 0.314
CYP3A4 inhibitor 0.091 CYP3A4 substrate 0.938


Excretion

Property Value Property Value
T1/2 0.86 CL 6.209


Toxicity

Property Value Property Value
hERG Blockers 0.001 Hepatotoxicity 0.638
Mutagenicity 0.013 Rat Oral Acute Toxicity 0.176
FDAMDD 0.302 Skin Sensitization 0.0
Carcinogenicity 0.002 Eye Corrosion 0.002
Eye Irritation 0.003 Respiratory Toxicity 0.006


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.502 IGC50 2.376
LC50FM 1.888 LC50DM 4.814


Tox21 Pathway

Property Value Property Value
NR-AR 0.209 NR-AR-LBD 0.218
NR-AhR 0.002 NR-Aromatase 0.031
NR-ER 0.241 NR-ER-LBD 0.413
NR-PPAR-gamma 0.162 SR-ARE 0.069
SR-ATAD5 0.295 SR-HSE 0.184
SR-MMP 0.05 SR-p53 0.017


Similar covalent inhibitors

CI000827

Similarity Score: 0.61

CI000823

Similarity Score: 0.59

CI000824

Similarity Score: 0.59

CI000826

Similarity Score: 0.59

CI000373

Similarity Score: 0.58

CI000349

Similarity Score: 0.55

CI000329

Similarity Score: 0.53

CI000344

Similarity Score: 0.53

CI000825

Similarity Score: 0.53

CI000371

Similarity Score: 0.52

CI000334

Similarity Score: 0.51

CI000335

Similarity Score: 0.51

CI000336

Similarity Score: 0.51

CI000338

Similarity Score: 0.51

CI000353

Similarity Score: 0.51

CI000387

Similarity Score: 0.51

CI000671

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.