Compound information

Natural Products
ZC1543608
Molecular Formula
C22H26N2O5
Molecular Weight
398.184171932 g/mol
Structure
IUPAC Name
(2R)-2-[[(2S)-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-MOPGFXCFSA-N
SMILES
CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@H](Cc1ccccc1)C(=O)O
Source
ZINC000002564501

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 3.028
LogS -3.478 LogD 2.805


Absorption

Property Value Property Value
Pgp inhibitor 0.005 Pgp substrate 0.05
HIA 0.872 F20 % 0.992
F30 % 0.955 Caco-2 -6.044
MDCK -4.98


Distribution

Property Value Property Value
BBB Penetration 0.203 PPB 90.85
VD 0.274 Fu 1.422


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.003 CYP1A2 substrate 0.738
CYP2A6 substrate 0.333 CYP2B6 substrate 0.47
CYP2C19 inhibitor 0.06 CYP2C19 substrate 0.751
CYP2C8 substrate 0.811 CYP2C9 inhibitor 0.107
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.074
CYP2D6 substrate 0.29 CYP2E1 substrate 0.348
CYP3A4 inhibitor 0.007 CYP3A4 substrate 0.834


Excretion

Property Value Property Value
T1/2 0.869 CL 0.976


Toxicity

Property Value Property Value
hERG Blockers 0.004 Hepatotoxicity 0.86
Mutagenicity 0.032 Rat Oral Acute Toxicity 0.209
FDAMDD 0.052 Skin Sensitization 0.0
Carcinogenicity 0.002 Eye Corrosion 0.004
Eye Irritation 0.027 Respiratory Toxicity 0.004


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.113 IGC50 2.858
LC50FM 3.628 LC50DM 4.513


Tox21 Pathway

Property Value Property Value
NR-AR 0.413 NR-AR-LBD 0.323
NR-AhR 0.004 NR-Aromatase 0.035
NR-ER 0.375 NR-ER-LBD 0.366
NR-PPAR-gamma 0.581 SR-ARE 0.104
SR-ATAD5 0.253 SR-HSE 0.128
SR-MMP 0.013 SR-p53 0.03


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