Compound information

Natural Products
ZC869580
Molecular Formula
C20H27N3O4S
Molecular Weight
405.172227344 g/mol
Structure
IUPAC Name
N-[4-[4-[(1S,6S)-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-/m0/s1
InChI Key
GRMWLVUBEDYPPQ-ROUUACIJSA-N
SMILES
CC(=O)Nc1ccc(S(=O)(=O)N2CCN(C(=O)C3[C@H]4CCCC[C@H]34)CC2)cc1
Source
ZINC000100773173

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 1.929
LogS -3.33 LogD 1.911


Absorption

Property Value Property Value
Pgp inhibitor 0.009 Pgp substrate 0.756
HIA 0.966 F20 % 0.993
F30 % 0.812 Caco-2 -4.972
MDCK -5.532


Distribution

Property Value Property Value
BBB Penetration 0.157 PPB 98.069
VD 0.687 Fu 1.049


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.613
CYP2A6 substrate 0.575 CYP2B6 substrate 0.562
CYP2C19 inhibitor 0.317 CYP2C19 substrate 0.976
CYP2C8 substrate 0.668 CYP2C9 inhibitor 0.17
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.007
CYP2D6 substrate 0.962 CYP2E1 substrate 0.906
CYP3A4 inhibitor 0.033 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.367 CL 5.106


Toxicity

Property Value Property Value
hERG Blockers 0.072 Hepatotoxicity 0.46
Mutagenicity 0.017 Rat Oral Acute Toxicity 0.105
FDAMDD 0.428 Skin Sensitization 0.001
Carcinogenicity 0.226 Eye Corrosion 0.004
Eye Irritation 0.162 Respiratory Toxicity 0.071


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.472 IGC50 2.457
LC50FM -9.458 LC50DM -2.271


Tox21 Pathway

Property Value Property Value
NR-AR 0.312 NR-AR-LBD 0.36
NR-AhR 0.039 NR-Aromatase 0.088
NR-ER 0.529 NR-ER-LBD 0.918
NR-PPAR-gamma 0.192 SR-ARE 0.449
SR-ATAD5 0.406 SR-HSE 0.209
SR-MMP 0.015 SR-p53 0.048


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.