Compound information

Natural Products
ZC719539
Molecular Formula
C21H30N4O4S
Molecular Weight
434.19877644 g/mol
Structure
IUPAC Name
(2R)-2-[4-(cyclopropanecarbonyl)piperazin-1-yl]-N-(4-pyrrolidin-1-ylsulfonylphenyl)propanamide
InChI
InChI=1S/C21H30N4O4S/c1-16(23-12-14-24(15-13-23)21(27)17-4-5-17)20(26)22-18-6-8-19(9-7-18)30(28,29)25-10-2-3-11-25/h6-9,16-17H,2-5,10-15H2,1H3,(H,22,26)/t16-/m1/s1
InChI Key
GQQBONDFOFRLKQ-MRXNPFEDSA-N
SMILES
C[C@H](C(=O)Nc1ccc(S(=O)(=O)N2CCCC2)cc1)N1CCN(C(=O)C2CC2)CC1
Source
ZINC000035286807

Warheads

Cyclopropane


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 4
Heteroatom Count 9 Rotatable Bond Count 6
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 90.03 Å2 LogP 1.384
LogS -2.936 LogD 1.815


Absorption

Property Value Property Value
Pgp inhibitor 0.007 Pgp substrate 0.977
HIA 0.969 F20 % 0.993
F30 % 0.882 Caco-2 -4.815
MDCK -5.205


Distribution

Property Value Property Value
BBB Penetration 0.539 PPB 86.762
VD 1.011 Fu 0.47


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.011 CYP1A2 substrate 0.442
CYP2A6 substrate 0.49 CYP2B6 substrate 0.722
CYP2C19 inhibitor 0.214 CYP2C19 substrate 0.777
CYP2C8 substrate 0.654 CYP2C9 inhibitor 0.078
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.098
CYP2D6 substrate 0.847 CYP2E1 substrate 0.183
CYP3A4 inhibitor 0.062 CYP3A4 substrate 0.996


Excretion

Property Value Property Value
T1/2 0.183 CL 5.084


Toxicity

Property Value Property Value
hERG Blockers 0.046 Hepatotoxicity 0.433
Mutagenicity 0.006 Rat Oral Acute Toxicity 0.228
FDAMDD 0.522 Skin Sensitization 0.525
Carcinogenicity 0.246 Eye Corrosion 0.002
Eye Irritation 0.001 Respiratory Toxicity 0.306


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.461 IGC50 2.54
LC50FM -17.249 LC50DM -2.815


Tox21 Pathway

Property Value Property Value
NR-AR 0.354 NR-AR-LBD 0.349
NR-AhR 0.062 NR-Aromatase 0.02
NR-ER 0.183 NR-ER-LBD 0.361
NR-PPAR-gamma 0.109 SR-ARE 0.347
SR-ATAD5 0.29 SR-HSE 0.064
SR-MMP 0.013 SR-p53 0.107


Similar covalent inhibitors

CI001102

Similarity Score: 0.59

CI001103

Similarity Score: 0.57

CI001180

Similarity Score: 0.56



Similar covalent drugs

No similar covalent drugs found for this compound.