Compound information

Natural Products
ZC1533041
Molecular Formula
C23H30N4O
Molecular Weight
378.24196158 g/mol
Structure
IUPAC Name
1,3-bis[(3R)-1-benzylpyrrolidin-3-yl]urea
InChI
InChI=1S/C23H30N4O/c28-23(24-21-11-13-26(17-21)15-19-7-3-1-4-8-19)25-22-12-14-27(18-22)16-20-9-5-2-6-10-20/h1-10,21-22H,11-18H2,(H2,24,25,28)/t21-,22-/m1/s1
InChI Key
DHRRYBGWEXUNCC-FGZHOGPDSA-N
SMILES
O=C(N[C@@H]1CCN(Cc2ccccc2)C1)N[C@@H]1CCN(Cc2ccccc2)C1
Source
ZINC000025045363

Warheads

Urea carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 28 Ring Count 4
Heteroatom Count 5 Rotatable Bond Count 6
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 47.61 Å2 LogP 3.303
LogS -3.596 LogD 2.719


Absorption

Property Value Property Value
Pgp inhibitor 0.143 Pgp substrate 0.997
HIA 0.843 F20 % 0.688
F30 % 0.089 Caco-2 -6.078
MDCK -4.92


Distribution

Property Value Property Value
BBB Penetration 0.629 PPB 83.795
VD 2.92 Fu 1.211


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.007 CYP1A2 substrate 0.649
CYP2A6 substrate 0.808 CYP2B6 substrate 0.794
CYP2C19 inhibitor 0.512 CYP2C19 substrate 0.665
CYP2C8 substrate 0.647 CYP2C9 inhibitor 0.617
CYP2C9 substrate 0.141 CYP2D6 inhibitor 0.997
CYP2D6 substrate 0.999 CYP2E1 substrate 0.115
CYP3A4 inhibitor 0.233 CYP3A4 substrate 0.997


Excretion

Property Value Property Value
T1/2 0.432 CL 11.054


Toxicity

Property Value Property Value
hERG Blockers 0.283 Hepatotoxicity 0.333
Mutagenicity 0.001 Rat Oral Acute Toxicity 0.798
FDAMDD 0.492 Skin Sensitization 0.307
Carcinogenicity 0.001 Eye Corrosion 0.003
Eye Irritation 0.515 Respiratory Toxicity 0.938


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.592 IGC50 3.451
LC50FM 2.793 LC50DM -6.917


Tox21 Pathway

Property Value Property Value
NR-AR 0.483 NR-AR-LBD 0.312
NR-AhR 0.015 NR-Aromatase 0.012
NR-ER 0.289 NR-ER-LBD 0.301
NR-PPAR-gamma 0.11 SR-ARE 0.122
SR-ATAD5 0.306 SR-HSE 0.093
SR-MMP 0.007 SR-p53 0.088


Similar covalent inhibitors

CI001817

Similarity Score: 0.54



Similar covalent drugs

No similar covalent drugs found for this compound.