Compound information

Natural Products
ZC1587470
Molecular Formula
C25H27N5O3
Molecular Weight
445.211389724 g/mol
Structure
IUPAC Name
benzyl N-[(1R)-1-benzyl-2-oxo-2-(4-pyrimidin-2-ylpiperazin-1-yl)ethyl]carbamate
InChI
InChI=1S/C25H27N5O3/c31-23(29-14-16-30(17-15-29)24-26-12-7-13-27-24)22(18-20-8-3-1-4-9-20)28-25(32)33-19-21-10-5-2-6-11-21/h1-13,22H,14-19H2,(H,28,32)/t22-/m1/s1
InChI Key
OTTYCURYFSYNNC-JOCHJYFZSA-N
SMILES
O=C(N[C@H](Cc1ccccc1)C(=O)N1CCN(c2ncccn2)CC1)OCc1ccccc1
Source
ZINC000030808064

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 33 Ring Count 4
Heteroatom Count 8 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 87.66 Å2 LogP 3.423
LogS -3.815 LogD 3.697


Absorption

Property Value Property Value
Pgp inhibitor 0.608 Pgp substrate 0.081
HIA 0.967 F20 % 0.992
F30 % 0.395 Caco-2 -4.732
MDCK -4.685


Distribution

Property Value Property Value
BBB Penetration 0.013 PPB 93.694
VD 1.031 Fu 1.283


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.116 CYP1A2 substrate 0.585
CYP2A6 substrate 0.482 CYP2B6 substrate 0.621
CYP2C19 inhibitor 0.877 CYP2C19 substrate 0.511
CYP2C8 substrate 0.762 CYP2C9 inhibitor 0.979
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.642
CYP2D6 substrate 0.818 CYP2E1 substrate 0.467
CYP3A4 inhibitor 0.751 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.708 CL 4.215


Toxicity

Property Value Property Value
hERG Blockers 0.274 Hepatotoxicity 0.874
Mutagenicity 0.012 Rat Oral Acute Toxicity 0.71
FDAMDD 0.376 Skin Sensitization 0.722
Carcinogenicity 0.064 Eye Corrosion 0.006
Eye Irritation 0.004 Respiratory Toxicity 0.556


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.122 IGC50 3.503
LC50FM 1.714 LC50DM -3.256


Tox21 Pathway

Property Value Property Value
NR-AR 0.369 NR-AR-LBD 0.184
NR-AhR 0.195 NR-Aromatase 0.022
NR-ER 0.276 NR-ER-LBD 0.317
NR-PPAR-gamma 0.19 SR-ARE 0.677
SR-ATAD5 0.398 SR-HSE 0.273
SR-MMP 0.011 SR-p53 0.067


Similar covalent inhibitors

CI006081

Similarity Score: 0.52

CI004144

Similarity Score: 0.51

CI004314

Similarity Score: 0.51

CI006084

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.