Compound information

Natural Products
ZC866544
Molecular Formula
C20H27N3O4S
Molecular Weight
405.172227344 g/mol
Structure
IUPAC Name
N-[4-[4-[(1R,6R)-norcarane-7-carbonyl]piperazin-1-yl]sulfonylphenyl]acetamide
InChI
InChI=1S/C20H27N3O4S/c1-14(24)21-15-6-8-16(9-7-15)28(26,27)23-12-10-22(11-13-23)20(25)19-17-4-2-3-5-18(17)19/h6-9,17-19H,2-5,10-13H2,1H3,(H,21,24)/t17-,18-/m1/s1
InChI Key
GRMWLVUBEDYPPQ-QZTJIDSGSA-N
SMILES
CC(=O)Nc1ccc(S(=O)(=O)N2CCN(C(=O)C3[C@@H]4CCCC[C@@H]34)CC2)cc1
Source
ZINC000100773177

Warheads

Cyclopropane


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 28 Ring Count 4
Heteroatom Count 8 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 86.79 Å2 LogP 1.701
LogS -3.329 LogD 2.05


Absorption

Property Value Property Value
Pgp inhibitor 0.009 Pgp substrate 0.742
HIA 0.962 F20 % 0.993
F30 % 0.788 Caco-2 -5.419
MDCK -5.573


Distribution

Property Value Property Value
BBB Penetration 0.081 PPB 83.486
VD 0.591 Fu 0.703


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.002 CYP1A2 substrate 0.48
CYP2A6 substrate 0.527 CYP2B6 substrate 0.518
CYP2C19 inhibitor 0.19 CYP2C19 substrate 0.651
CYP2C8 substrate 0.55 CYP2C9 inhibitor 0.022
CYP2C9 substrate 0.975 CYP2D6 inhibitor 0.009
CYP2D6 substrate 0.426 CYP2E1 substrate 0.822
CYP3A4 inhibitor 0.026 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.201 CL 4.918


Toxicity

Property Value Property Value
hERG Blockers 0.057 Hepatotoxicity 0.565
Mutagenicity 0.019 Rat Oral Acute Toxicity 0.104
FDAMDD 0.554 Skin Sensitization 0.002
Carcinogenicity 0.082 Eye Corrosion 0.002
Eye Irritation 0.056 Respiratory Toxicity 0.067


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.148 IGC50 2.813
LC50FM -12.372 LC50DM -2.204


Tox21 Pathway

Property Value Property Value
NR-AR 0.251 NR-AR-LBD 0.269
NR-AhR 0.048 NR-Aromatase 0.088
NR-ER 0.359 NR-ER-LBD 0.431
NR-PPAR-gamma 0.152 SR-ARE 0.561
SR-ATAD5 0.385 SR-HSE 0.112
SR-MMP 0.027 SR-p53 0.147


Similar covalent inhibitors

CI001103

Similarity Score: 0.58

CI001180

Similarity Score: 0.57

CI001102

Similarity Score: 0.55



Similar covalent drugs

No similar covalent drugs found for this compound.