Compound information

Natural Products
ZC2802646
Molecular Formula
C34H41N3O6
Molecular Weight
587.299536032 g/mol
Structure
IUPAC Name
[(3S)-7-amino-3-[[(2S)-2-(benzyloxycarbonylamino)-3-phenyl-propanoyl]amino]-2-oxo-heptyl] 2,4,6-trimethylbenzoate
InChI
InChI=1S/C34H41N3O6/c1-23-18-24(2)31(25(3)19-23)33(40)42-22-30(38)28(16-10-11-17-35)36-32(39)29(20-26-12-6-4-7-13-26)37-34(41)43-21-27-14-8-5-9-15-27/h4-9,12-15,18-19,28-29H,10-11,16-17,20-22,35H2,1-3H3,(H,36,39)(H,37,41)/t28-,29-/m0/s1
InChI Key
YSVZQBHVVBVWKO-VMPREFPWSA-N
SMILES
Cc1cc(C)c(C(=O)OCC(=O)[C@H](CCCCN)NC(=O)[C@H](Cc2ccccc2)NC(=O)OCc2ccccc2)c(C)c1
Source
ZINC000003918141

Warheads

Carbonyl
Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 43 Ring Count 3
Heteroatom Count 9 Rotatable Bond Count 15
Hydrogen Bond Acceptor Count 7 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 136.82 Å2 LogP 4.829
LogS -4.693 LogD 4.384


Absorption

Property Value Property Value
Pgp inhibitor 0.996 Pgp substrate 0.403
HIA 0.928 F20 % 0.876
F30 % 0.002 Caco-2 -5.05
MDCK -5.095


Distribution

Property Value Property Value
BBB Penetration 0.003 PPB 98.9
VD 0.557 Fu 1.612


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.058 CYP1A2 substrate 0.797
CYP2A6 substrate 0.462 CYP2B6 substrate 0.697
CYP2C19 inhibitor 0.843 CYP2C19 substrate 0.974
CYP2C8 substrate 0.87 CYP2C9 inhibitor 0.21
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.313
CYP2D6 substrate 0.827 CYP2E1 substrate 0.563
CYP3A4 inhibitor 0.929 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.827 CL 5.61


Toxicity

Property Value Property Value
hERG Blockers 0.025 Hepatotoxicity 0.731
Mutagenicity 0.057 Rat Oral Acute Toxicity 0.427
FDAMDD 0.944 Skin Sensitization 0.001
Carcinogenicity 0.004 Eye Corrosion 0.01
Eye Irritation 0.0 Respiratory Toxicity 0.049


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.025 IGC50 5.014
LC50FM 4.946 LC50DM 5.654


Tox21 Pathway

Property Value Property Value
NR-AR 0.227 NR-AR-LBD 0.413
NR-AhR 0.005 NR-Aromatase 0.593
NR-ER 0.443 NR-ER-LBD 0.455
NR-PPAR-gamma 0.496 SR-ARE 0.629
SR-ATAD5 0.661 SR-HSE 0.404
SR-MMP 0.468 SR-p53 0.12


Similar covalent inhibitors

CI000712

Similarity Score: 0.87

CI001365

Similarity Score: 0.86

CI001363

Similarity Score: 0.79

CI001364

Similarity Score: 0.76

CI001362

Similarity Score: 0.71

CI006090

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.