Compound information

Natural Products
ZC1550348
Molecular Formula
C22H26N2O5
Molecular Weight
398.184171932 g/mol
Structure
IUPAC Name
(2R)-2-[[(2R)-2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-3-phenyl-propanoic acid
InChI
InChI=1S/C22H26N2O5/c1-15(2)19(24-22(28)29-14-17-11-7-4-8-12-17)20(25)23-18(21(26)27)13-16-9-5-3-6-10-16/h3-12,15,18-19H,13-14H2,1-2H3,(H,23,25)(H,24,28)(H,26,27)/t18-,19-/m1/s1
InChI Key
XINBRUNUJFZFGH-RTBURBONSA-N
SMILES
CC(C)[C@@H](NC(=O)OCc1ccccc1)C(=O)N[C@H](Cc1ccccc1)C(=O)O
Source
ZINC000004536421

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 29 Ring Count 2
Heteroatom Count 7 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 104.73 Å2 LogP 3.072
LogS -3.645 LogD 2.925


Absorption

Property Value Property Value
Pgp inhibitor 0.012 Pgp substrate 0.076
HIA 0.94 F20 % 0.994
F30 % 0.888 Caco-2 -5.942
MDCK -5.283


Distribution

Property Value Property Value
BBB Penetration 0.035 PPB 46.557
VD 0.296 Fu 1.112


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.005 CYP1A2 substrate 0.653
CYP2A6 substrate 0.271 CYP2B6 substrate 0.394
CYP2C19 inhibitor 0.109 CYP2C19 substrate 0.316
CYP2C8 substrate 0.682 CYP2C9 inhibitor 0.102
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.06
CYP2D6 substrate 0.251 CYP2E1 substrate 0.322
CYP3A4 inhibitor 0.024 CYP3A4 substrate 0.757


Excretion

Property Value Property Value
T1/2 0.903 CL 1.319


Toxicity

Property Value Property Value
hERG Blockers 0.011 Hepatotoxicity 0.738
Mutagenicity 0.031 Rat Oral Acute Toxicity 0.25
FDAMDD 0.04 Skin Sensitization 0.0
Carcinogenicity 0.001 Eye Corrosion 0.003
Eye Irritation 0.018 Respiratory Toxicity 0.002


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.755 IGC50 2.731
LC50FM 3.672 LC50DM 4.37


Tox21 Pathway

Property Value Property Value
NR-AR 0.422 NR-AR-LBD 0.379
NR-AhR 0.005 NR-Aromatase 0.029
NR-ER 0.363 NR-ER-LBD 0.364
NR-PPAR-gamma 0.55 SR-ARE 0.106
SR-ATAD5 0.267 SR-HSE 0.072
SR-MMP 0.009 SR-p53 0.034


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