Compound information

Natural Products
ZC674123
Molecular Formula
C19H27N3O5
Molecular Weight
377.195070964 g/mol
Structure
IUPAC Name
(2S)-1-[(2S)-6-amino-2-(benzyloxycarbonylamino)hexanoyl]pyrrolidine-2-carboxylic acid
InChI
InChI=1S/C19H27N3O5/c20-11-5-4-9-15(17(23)22-12-6-10-16(22)18(24)25)21-19(26)27-13-14-7-2-1-3-8-14/h1-3,7-8,15-16H,4-6,9-13,20H2,(H,21,26)(H,24,25)/t15-,16-/m0/s1
InChI Key
SCIBOUZRPFCBFX-HOTGVXAUSA-N
SMILES
NCCCC[C@H](NC(=O)OCc1ccccc1)C(=O)N1CCC[C@H]1C(=O)O
Source
ZINC000013544334

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 27 Ring Count 2
Heteroatom Count 8 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 121.96 Å2 LogP -0.468
LogS -1.685 LogD -0.172


Absorption

Property Value Property Value
Pgp inhibitor 0.003 Pgp substrate 0.915
HIA 0.001 F20 % 0.992
F30 % 0.076 Caco-2 -6.247
MDCK -5.904


Distribution

Property Value Property Value
BBB Penetration 0.138 PPB 62.691
VD 0.716 Fu 0.216


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.002 CYP1A2 substrate 0.682
CYP2A6 substrate 0.618 CYP2B6 substrate 0.56
CYP2C19 inhibitor 0.087 CYP2C19 substrate 0.899
CYP2C8 substrate 0.722 CYP2C9 inhibitor 0.09
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.027
CYP2D6 substrate 0.85 CYP2E1 substrate 0.206
CYP3A4 inhibitor 0.04 CYP3A4 substrate 0.984


Excretion

Property Value Property Value
T1/2 0.827 CL 2.314


Toxicity

Property Value Property Value
hERG Blockers 0.009 Hepatotoxicity 0.467
Mutagenicity 0.015 Rat Oral Acute Toxicity 0.221
FDAMDD 0.449 Skin Sensitization 0.0
Carcinogenicity 0.002 Eye Corrosion 0.007
Eye Irritation 0.022 Respiratory Toxicity 0.113


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.541 IGC50 1.866
LC50FM 1.999 LC50DM 3.977


Tox21 Pathway

Property Value Property Value
NR-AR 0.44 NR-AR-LBD 0.271
NR-AhR 0.005 NR-Aromatase 0.047
NR-ER 0.395 NR-ER-LBD 0.416
NR-PPAR-gamma 0.482 SR-ARE 0.066
SR-ATAD5 0.344 SR-HSE 0.187
SR-MMP 0.009 SR-p53 0.045


Similar covalent inhibitors

CI002606

Similarity Score: 0.71

CI002611

Similarity Score: 0.62

CI002613

Similarity Score: 0.57

CI005320

Similarity Score: 0.56

CI005318

Similarity Score: 0.54

CI000824

Similarity Score: 0.54

CI000827

Similarity Score: 0.54

CI005307

Similarity Score: 0.52

CI000373

Similarity Score: 0.51

CI005304

Similarity Score: 0.51

CI005321

Similarity Score: 0.51

CI000823

Similarity Score: 0.51

CI002617

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.