Compound information

Natural Products
ZC1034206
Molecular Formula
C19H26N2O5
Molecular Weight
362.184171932 g/mol
Structure
IUPAC Name
(2R,3S)-2-[[(2S)-1-benzyloxycarbonylpyrrolidine-2-carbonyl]amino]-3-methyl-pentanoic acid
InChI
InChI=1S/C19H26N2O5/c1-3-13(2)16(18(23)24)20-17(22)15-10-7-11-21(15)19(25)26-12-14-8-5-4-6-9-14/h4-6,8-9,13,15-16H,3,7,10-12H2,1-2H3,(H,20,22)(H,23,24)/t13-,15-,16+/m0/s1
InChI Key
RGPFRWHTVUVNAT-CWRNSKLLSA-N
SMILES
CC[C@H](C)[C@@H](NC(=O)[C@@H]1CCCN1C(=O)OCc1ccccc1)C(=O)O
Source
ZINC000001576139

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 26 Ring Count 2
Heteroatom Count 7 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 95.94 Å2 LogP 2.673
LogS -3.647 LogD 1.252


Absorption

Property Value Property Value
Pgp inhibitor 0.007 Pgp substrate 0.004
HIA 0.911 F20 % 0.971
F30 % 0.666 Caco-2 -5.159
MDCK -5.56


Distribution

Property Value Property Value
BBB Penetration 0.056 PPB 64.437
VD 0.334 Fu 0.853


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.005 CYP1A2 substrate 0.582
CYP2A6 substrate 0.511 CYP2B6 substrate 0.571
CYP2C19 inhibitor 0.108 CYP2C19 substrate 0.931
CYP2C8 substrate 0.659 CYP2C9 inhibitor 0.073
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.017
CYP2D6 substrate 0.921 CYP2E1 substrate 0.175
CYP3A4 inhibitor 0.01 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.875 CL 2.72


Toxicity

Property Value Property Value
hERG Blockers 0.002 Hepatotoxicity 0.89
Mutagenicity 0.017 Rat Oral Acute Toxicity 0.167
FDAMDD 0.209 Skin Sensitization 0.0
Carcinogenicity 0.005 Eye Corrosion 0.006
Eye Irritation 0.388 Respiratory Toxicity 0.007


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.875 IGC50 2.249
LC50FM 2.632 LC50DM 4.296


Tox21 Pathway

Property Value Property Value
NR-AR 0.516 NR-AR-LBD 0.336
NR-AhR 0.005 NR-Aromatase 0.046
NR-ER 0.411 NR-ER-LBD 0.385
NR-PPAR-gamma 0.46 SR-ARE 0.061
SR-ATAD5 0.289 SR-HSE 0.113
SR-MMP 0.01 SR-p53 0.025


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CI001672

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Similar covalent drugs

No similar covalent drugs found for this compound.