Compound information

Natural Products
ZC1555224
Molecular Formula
C21H25N3O4
Molecular Weight
383.18450628 g/mol
Structure
IUPAC Name
N-(2,3-dihydro-1,4-benzodioxin-6-yl)-4-[(3-methoxyphenyl)methyl]piperazine-1-carboxamide
InChI
InChI=1S/C21H25N3O4/c1-26-18-4-2-3-16(13-18)15-23-7-9-24(10-8-23)21(25)22-17-5-6-19-20(14-17)28-12-11-27-19/h2-6,13-14H,7-12,15H2,1H3,(H,22,25)
InChI Key
CBWXQMQFKHWUCI-UHFFFAOYSA-N
SMILES
COc1cccc(CN2CCN(C(=O)Nc3ccc4c(c3)OCCO4)CC2)c1
Source
ZINC000017078286

Warheads

Urea carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 28 Ring Count 4
Heteroatom Count 7 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 63.27 Å2 LogP 2.527
LogS -4.256 LogD 3.28


Absorption

Property Value Property Value
Pgp inhibitor 0.247 Pgp substrate 0.982
HIA 0.966 F20 % 0.085
F30 % 0.011 Caco-2 -4.779
MDCK -4.957


Distribution

Property Value Property Value
BBB Penetration 0.424 PPB 89.332
VD 2.019 Fu 0.997


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.006 CYP1A2 substrate 0.719
CYP2A6 substrate 0.42 CYP2B6 substrate 0.598
CYP2C19 inhibitor 0.964 CYP2C19 substrate 0.853
CYP2C8 substrate 0.785 CYP2C9 inhibitor 0.857
CYP2C9 substrate 0.066 CYP2D6 inhibitor 0.874
CYP2D6 substrate 0.986 CYP2E1 substrate 0.742
CYP3A4 inhibitor 0.679 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.406 CL 10.838


Toxicity

Property Value Property Value
hERG Blockers 0.89 Hepatotoxicity 0.749
Mutagenicity 0.004 Rat Oral Acute Toxicity 0.447
FDAMDD 0.292 Skin Sensitization 0.973
Carcinogenicity 0.111 Eye Corrosion 0.001
Eye Irritation 0.0 Respiratory Toxicity 0.889


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.496 IGC50 3.32
LC50FM -1.045 LC50DM -2.547


Tox21 Pathway

Property Value Property Value
NR-AR 0.528 NR-AR-LBD 0.208
NR-AhR 0.757 NR-Aromatase 0.031
NR-ER 0.47 NR-ER-LBD 0.364
NR-PPAR-gamma 0.152 SR-ARE 0.905
SR-ATAD5 0.557 SR-HSE 0.201
SR-MMP 0.164 SR-p53 0.262


Similar covalent inhibitors

CI000620

Similarity Score: 0.52

CI001017

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.