Compound information

Natural Products
ZC863604
Molecular Formula
C20H27N3O4S
Molecular Weight
405.172227344 g/mol
Structure
IUPAC Name
N-[4-[4-[(1S,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+,19+
InChI Key
GRMWLVUBEDYPPQ-BWTSREIZSA-N
SMILES
CC(=O)Nc1ccc(S(=O)(=O)N2CCN(C(=O)[C@@H]3[C@H]4CCCC[C@H]43)CC2)cc1
Source
ZINC000247918964

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 1.983
LogS -3.599 LogD 2.117


Absorption

Property Value Property Value
Pgp inhibitor 0.01 Pgp substrate 0.765
HIA 0.96 F20 % 0.995
F30 % 0.885 Caco-2 -5.401
MDCK -5.462


Distribution

Property Value Property Value
BBB Penetration 0.077 PPB 89.588
VD 0.586 Fu 0.762


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.52
CYP2A6 substrate 0.561 CYP2B6 substrate 0.488
CYP2C19 inhibitor 0.155 CYP2C19 substrate 0.862
CYP2C8 substrate 0.59 CYP2C9 inhibitor 0.022
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.01
CYP2D6 substrate 0.816 CYP2E1 substrate 0.963
CYP3A4 inhibitor 0.017 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.241 CL 5.704


Toxicity

Property Value Property Value
hERG Blockers 0.099 Hepatotoxicity 0.53
Mutagenicity 0.026 Rat Oral Acute Toxicity 0.085
FDAMDD 0.275 Skin Sensitization 0.007
Carcinogenicity 0.118 Eye Corrosion 0.003
Eye Irritation 0.198 Respiratory Toxicity 0.113


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.122 IGC50 2.642
LC50FM -10.919 LC50DM -2.213


Tox21 Pathway

Property Value Property Value
NR-AR 0.271 NR-AR-LBD 0.248
NR-AhR 0.037 NR-Aromatase 0.115
NR-ER 0.361 NR-ER-LBD 0.59
NR-PPAR-gamma 0.169 SR-ARE 0.567
SR-ATAD5 0.39 SR-HSE 0.126
SR-MMP 0.029 SR-p53 0.08


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.