Compound information

Natural Products
ZC250770
Molecular Formula
C21H30N4O5S
Molecular Weight
450.19369106 g/mol
Structure
IUPAC Name
(2S)-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-/m0/s1
InChI Key
KTVVSMSGEPQRFO-INIZCTEOSA-N
SMILES
C[C@@H](C(=O)Nc1ccc(S(=O)(=O)N2CCOCC2)cc1)N1CCN(C(=O)C2CC2)CC1
Source
ZINC000014018264

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 0.655
LogS -2.636 LogD 1.288


Absorption

Property Value Property Value
Pgp inhibitor 0.011 Pgp substrate 0.979
HIA 0.97 F20 % 0.99
F30 % 0.746 Caco-2 -4.846
MDCK -5.307


Distribution

Property Value Property Value
BBB Penetration 0.038 PPB 80.986
VD 1.135 Fu 0.428


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.451
CYP2A6 substrate 0.61 CYP2B6 substrate 0.699
CYP2C19 inhibitor 0.329 CYP2C19 substrate 0.825
CYP2C8 substrate 0.636 CYP2C9 inhibitor 0.106
CYP2C9 substrate 0.921 CYP2D6 inhibitor 0.014
CYP2D6 substrate 0.906 CYP2E1 substrate 0.209
CYP3A4 inhibitor 0.034 CYP3A4 substrate 0.997


Excretion

Property Value Property Value
T1/2 0.198 CL 4.991


Toxicity

Property Value Property Value
hERG Blockers 0.201 Hepatotoxicity 0.629
Mutagenicity 0.008 Rat Oral Acute Toxicity 0.196
FDAMDD 0.443 Skin Sensitization 0.041
Carcinogenicity 0.271 Eye Corrosion 0.004
Eye Irritation 0.001 Respiratory Toxicity 0.188


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.023 IGC50 1.937
LC50FM -20.988 LC50DM -3.977


Tox21 Pathway

Property Value Property Value
NR-AR 0.264 NR-AR-LBD 0.38
NR-AhR 0.072 NR-Aromatase 0.054
NR-ER 0.205 NR-ER-LBD 0.402
NR-PPAR-gamma 0.115 SR-ARE 0.37
SR-ATAD5 0.301 SR-HSE 0.085
SR-MMP 0.012 SR-p53 0.105


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.