Compound information

Natural Products
ZC2751190
Molecular Formula
C32H37N3O7
Molecular Weight
575.263150524 g/mol
Structure
IUPAC Name
methyl (2R)-2-[[(2R)-2,6-bis(benzyloxycarbonylamino)hexanoyl]amino]-3-phenyl-propanoate
InChI
InChI=1S/C32H37N3O7/c1-40-30(37)28(21-24-13-5-2-6-14-24)34-29(36)27(35-32(39)42-23-26-17-9-4-10-18-26)19-11-12-20-33-31(38)41-22-25-15-7-3-8-16-25/h2-10,13-18,27-28H,11-12,19-23H2,1H3,(H,33,38)(H,34,36)(H,35,39)/t27-,28-/m1/s1
InChI Key
DZYKZAAHHBDWBC-VSGBNLITSA-N
SMILES
COC(=O)[C@@H](Cc1ccccc1)NC(=O)[C@@H](CCCCNC(=O)OCc1ccccc1)NC(=O)OCc1ccccc1
Source
ZINC000100814643

Warheads

Carbamate
Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 42 Ring Count 3
Heteroatom Count 10 Rotatable Bond Count 15
Hydrogen Bond Acceptor Count 7 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 132.06 Å2 LogP 4.538
LogS -5.929 LogD 4.469


Absorption

Property Value Property Value
Pgp inhibitor 0.991 Pgp substrate 0.819
HIA 0.97 F20 % 0.969
F30 % 0.0 Caco-2 -5.228
MDCK -4.867


Distribution

Property Value Property Value
BBB Penetration 0.004 PPB 93.565
VD 0.337 Fu 1.876


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.146 CYP1A2 substrate 0.626
CYP2A6 substrate 0.241 CYP2B6 substrate 0.426
CYP2C19 inhibitor 0.966 CYP2C19 substrate 0.394
CYP2C8 substrate 0.705 CYP2C9 inhibitor 0.911
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.328
CYP2D6 substrate 0.682 CYP2E1 substrate 0.443
CYP3A4 inhibitor 0.992 CYP3A4 substrate 0.994


Excretion

Property Value Property Value
T1/2 0.754 CL 3.009


Toxicity

Property Value Property Value
hERG Blockers 0.621 Hepatotoxicity 0.914
Mutagenicity 0.167 Rat Oral Acute Toxicity 0.309
FDAMDD 0.557 Skin Sensitization 0.006
Carcinogenicity 0.001 Eye Corrosion 0.005
Eye Irritation 0.0 Respiratory Toxicity 0.009


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.903 IGC50 4.909
LC50FM 4.446 LC50DM 5.134


Tox21 Pathway

Property Value Property Value
NR-AR 0.238 NR-AR-LBD 0.205
NR-AhR 0.005 NR-Aromatase 0.03
NR-ER 0.302 NR-ER-LBD 0.387
NR-PPAR-gamma 0.234 SR-ARE 0.636
SR-ATAD5 0.428 SR-HSE 0.145
SR-MMP 0.468 SR-p53 0.09


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Similar covalent drugs

No similar covalent drugs found for this compound.