Compound information

Natural Products
ZC862339
Molecular Formula
C21H29N3O6
Molecular Weight
419.205635648 g/mol
Structure
IUPAC Name
benzyl (2S)-2-[[(1R)-1-[(2-methoxy-2-oxo-ethyl)carbamoyl]-2-methyl-propyl]carbamoyl]pyrrolidine-1-carboxylate
InChI
InChI=1S/C21H29N3O6/c1-14(2)18(20(27)22-12-17(25)29-3)23-19(26)16-10-7-11-24(16)21(28)30-13-15-8-5-4-6-9-15/h4-6,8-9,14,16,18H,7,10-13H2,1-3H3,(H,22,27)(H,23,26)/t16-,18+/m0/s1
InChI Key
TVCNPXGWXYJWMS-FUHWJXTLSA-N
SMILES
COC(=O)CNC(=O)[C@H](NC(=O)[C@@H]1CCCN1C(=O)OCc1ccccc1)C(C)C
Source
ZINC000005706853

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 2
Heteroatom Count 9 Rotatable Bond Count 8
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 114.04 Å2 LogP 1.908
LogS -2.751 LogD 2.136


Absorption

Property Value Property Value
Pgp inhibitor 0.263 Pgp substrate 0.128
HIA 0.951 F20 % 0.744
F30 % 0.048 Caco-2 -4.787
MDCK -4.985


Distribution

Property Value Property Value
BBB Penetration 0.041 PPB 59.212
VD 0.732 Fu 0.689


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.435
CYP2A6 substrate 0.326 CYP2B6 substrate 0.418
CYP2C19 inhibitor 0.244 CYP2C19 substrate 0.548
CYP2C8 substrate 0.635 CYP2C9 inhibitor 0.116
CYP2C9 substrate 0.9 CYP2D6 inhibitor 0.026
CYP2D6 substrate 0.452 CYP2E1 substrate 0.323
CYP3A4 inhibitor 0.126 CYP3A4 substrate 0.864


Excretion

Property Value Property Value
T1/2 0.873 CL 6.201


Toxicity

Property Value Property Value
hERG Blockers 0.002 Hepatotoxicity 0.342
Mutagenicity 0.032 Rat Oral Acute Toxicity 0.148
FDAMDD 0.299 Skin Sensitization 0.0
Carcinogenicity 0.001 Eye Corrosion 0.001
Eye Irritation 0.003 Respiratory Toxicity 0.006


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.335 IGC50 2.048
LC50FM 2.465 LC50DM 4.119


Tox21 Pathway

Property Value Property Value
NR-AR 0.258 NR-AR-LBD 0.275
NR-AhR 0.003 NR-Aromatase 0.034
NR-ER 0.268 NR-ER-LBD 0.404
NR-PPAR-gamma 0.178 SR-ARE 0.067
SR-ATAD5 0.288 SR-HSE 0.121
SR-MMP 0.016 SR-p53 0.021


Similar covalent inhibitors

CI000827

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CI000823

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CI000826

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CI000373

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CI000344

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CI000825

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CI000371

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CI000334

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CI000335

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CI000336

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CI000338

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CI000353

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CI000387

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CI000671

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Similar covalent drugs

No similar covalent drugs found for this compound.