Compound information

Natural Products
ZC3626755
Molecular Formula
C28H40N2O4S2
Molecular Weight
532.24294976 g/mol
Structure
IUPAC Name
benzyl N-[(1S)-1-[[[(2S)-2-(benzyloxycarbonylamino)-4-methyl-pentyl]disulfanyl]methyl]-3-methyl-butyl]carbamate
InChI
InChI=1S/C28H40N2O4S2/c1-21(2)15-25(29-27(31)33-17-23-11-7-5-8-12-23)19-35-36-20-26(16-22(3)4)30-28(32)34-18-24-13-9-6-10-14-24/h5-14,21-22,25-26H,15-20H2,1-4H3,(H,29,31)(H,30,32)/t25-,26-/m0/s1
InChI Key
AEWOICLODRFYKF-UIOOFZCWSA-N
SMILES
CC(C)C[C@@H](CSSC[C@H](CC(C)C)NC(=O)OCc1ccccc1)NC(=O)OCc1ccccc1
Source
ZINC000003850969

Warheads

Carbamate
Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 36 Ring Count 2
Heteroatom Count 8 Rotatable Bond Count 15
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 76.66 Å2 LogP 6.631
LogS -5.799 LogD 4.889


Absorption

Property Value Property Value
Pgp inhibitor 0.969 Pgp substrate 0.241
HIA 0.969 F20 % 0.992
F30 % 0.455 Caco-2 -4.907
MDCK -4.717


Distribution

Property Value Property Value
BBB Penetration 0.083 PPB 97.69
VD 0.977 Fu 2.061


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.95 CYP1A2 substrate 0.694
CYP2A6 substrate 0.425 CYP2B6 substrate 0.666
CYP2C19 inhibitor 0.961 CYP2C19 substrate 0.84
CYP2C8 substrate 0.828 CYP2C9 inhibitor 0.984
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.19
CYP2D6 substrate 0.949 CYP2E1 substrate 0.174
CYP3A4 inhibitor 0.982 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.703 CL 5.924


Toxicity

Property Value Property Value
hERG Blockers 0.012 Hepatotoxicity 0.999
Mutagenicity 0.631 Rat Oral Acute Toxicity 0.064
FDAMDD 0.545 Skin Sensitization 0.574
Carcinogenicity 0.028 Eye Corrosion 0.004
Eye Irritation 0.0 Respiratory Toxicity 0.085


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.38 IGC50 5.071
LC50FM 5.614 LC50DM 6.26


Tox21 Pathway

Property Value Property Value
NR-AR 0.161 NR-AR-LBD 0.162
NR-AhR 0.005 NR-Aromatase 0.078
NR-ER 0.503 NR-ER-LBD 0.452
NR-PPAR-gamma 0.245 SR-ARE 0.567
SR-ATAD5 0.642 SR-HSE 0.332
SR-MMP 0.617 SR-p53 0.422


Similar covalent inhibitors

CI003014

Similarity Score: 0.56

CI000102

Similarity Score: 0.54

CI002986

Similarity Score: 0.54

CI003015

Similarity Score: 0.52

CI003016

Similarity Score: 0.52

CI003025

Similarity Score: 0.52

CI003026

Similarity Score: 0.52

CI003020

Similarity Score: 0.51

CI003021

Similarity Score: 0.51

CI003024

Similarity Score: 0.51

CI003030

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.