Compound information

Natural Products
ZC1881555
Molecular Formula
C20H24N4O2
Molecular Weight
352.189926008 g/mol
Structure
IUPAC Name
(5S)-7-methyl-N-[4-(3-pyridyloxy)phenyl]-2,7-diazaspiro[4.4]nonane-2-carboxamide
InChI
InChI=1S/C20H24N4O2/c1-23-11-8-20(14-23)9-12-24(15-20)19(25)22-16-4-6-17(7-5-16)26-18-3-2-10-21-13-18/h2-7,10,13H,8-9,11-12,14-15H2,1H3,(H,22,25)/t20-/m0/s1
InChI Key
XLJHLVRHHDDAIX-FQEVSTJZSA-N
SMILES
CN1CC[C@]2(CCN(C(=O)Nc3ccc(Oc4cccnc4)cc3)C2)C1
Source
ZINC000572596899

Warheads

Urea carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 26 Ring Count 4
Heteroatom Count 6 Rotatable Bond Count 3
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 57.7 Å2 LogP 2.921
LogS -3.229 LogD 1.923


Absorption

Property Value Property Value
Pgp inhibitor 0.081 Pgp substrate 0.188
HIA 0.97 F20 % 0.354
F30 % 0.102 Caco-2 -5.141
MDCK -5.64


Distribution

Property Value Property Value
BBB Penetration 0.712 PPB 51.582
VD 1.735 Fu 0.396


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.536 CYP1A2 substrate 0.756
CYP2A6 substrate 0.649 CYP2B6 substrate 0.76
CYP2C19 inhibitor 0.126 CYP2C19 substrate 0.921
CYP2C8 substrate 0.89 CYP2C9 inhibitor 0.21
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.233
CYP2D6 substrate 1.0 CYP2E1 substrate 0.85
CYP3A4 inhibitor 0.223 CYP3A4 substrate 0.995


Excretion

Property Value Property Value
T1/2 0.815 CL 13.637


Toxicity

Property Value Property Value
hERG Blockers 0.662 Hepatotoxicity 0.636
Mutagenicity 0.002 Rat Oral Acute Toxicity 0.575
FDAMDD 0.735 Skin Sensitization 0.721
Carcinogenicity 0.007 Eye Corrosion 0.002
Eye Irritation 0.006 Respiratory Toxicity 0.98


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.895 IGC50 3.198
LC50FM 1.215 LC50DM -6.391


Tox21 Pathway

Property Value Property Value
NR-AR 0.289 NR-AR-LBD 0.226
NR-AhR 0.708 NR-Aromatase 0.312
NR-ER 0.452 NR-ER-LBD 0.355
NR-PPAR-gamma 0.183 SR-ARE 0.841
SR-ATAD5 0.621 SR-HSE 0.194
SR-MMP 0.103 SR-p53 0.251


Similar covalent inhibitors

CI003398

Similarity Score: 0.56

CI003397

Similarity Score: 0.54

CI003407

Similarity Score: 0.54

CI003406

Similarity Score: 0.53

CI003401

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.