Compound information

Natural Products
ZC249163
Molecular Formula
C21H30N4O5S
Molecular Weight
450.19369106 g/mol
Structure
IUPAC Name
(2R)-2-[4-(cyclopropanecarbonyl)piperazin-1-yl]-N-(4-morpholinosulfonylphenyl)propanamide
InChI
InChI=1S/C21H30N4O5S/c1-16(23-8-10-24(11-9-23)21(27)17-2-3-17)20(26)22-18-4-6-19(7-5-18)31(28,29)25-12-14-30-15-13-25/h4-7,16-17H,2-3,8-15H2,1H3,(H,22,26)/t16-/m1/s1
InChI Key
KTVVSMSGEPQRFO-MRXNPFEDSA-N
SMILES
C[C@H](C(=O)Nc1ccc(S(=O)(=O)N2CCOCC2)cc1)N1CCN(C(=O)C2CC2)CC1
Source
ZINC000014018262

Warheads

Cyclopropane


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 31 Ring Count 4
Heteroatom Count 10 Rotatable Bond Count 6
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 99.26 Å2 LogP 0.617
LogS -2.567 LogD 1.335


Absorption

Property Value Property Value
Pgp inhibitor 0.007 Pgp substrate 0.96
HIA 0.97 F20 % 0.993
F30 % 0.841 Caco-2 -4.702
MDCK -5.21


Distribution

Property Value Property Value
BBB Penetration 0.179 PPB 72.984
VD 1.198 Fu 0.409


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.011 CYP1A2 substrate 0.478
CYP2A6 substrate 0.477 CYP2B6 substrate 0.718
CYP2C19 inhibitor 0.182 CYP2C19 substrate 0.77
CYP2C8 substrate 0.643 CYP2C9 inhibitor 0.12
CYP2C9 substrate 0.967 CYP2D6 inhibitor 0.06
CYP2D6 substrate 0.701 CYP2E1 substrate 0.176
CYP3A4 inhibitor 0.034 CYP3A4 substrate 0.997


Excretion

Property Value Property Value
T1/2 0.187 CL 4.71


Toxicity

Property Value Property Value
hERG Blockers 0.15 Hepatotoxicity 0.581
Mutagenicity 0.013 Rat Oral Acute Toxicity 0.141
FDAMDD 0.404 Skin Sensitization 0.161
Carcinogenicity 0.286 Eye Corrosion 0.004
Eye Irritation 0.002 Respiratory Toxicity 0.149


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.563 IGC50 1.841
LC50FM -19.462 LC50DM -3.964


Tox21 Pathway

Property Value Property Value
NR-AR 0.336 NR-AR-LBD 0.378
NR-AhR 0.052 NR-Aromatase 0.015
NR-ER 0.197 NR-ER-LBD 0.359
NR-PPAR-gamma 0.101 SR-ARE 0.375
SR-ATAD5 0.29 SR-HSE 0.063
SR-MMP 0.012 SR-p53 0.111


Similar covalent inhibitors

CI001102

Similarity Score: 0.56

CI001180

Similarity Score: 0.53

CI001103

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.