4-Amino-6-methoxyquinolinosophoridine

ID: ALA4246502

PubChem CID: 145986004

Max Phase: Preclinical

Molecular Formula: C23H30N4O

Molecular Weight: 378.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2nc3c(c(N)c2c1)CC[C@@H]1[C@H]2CCCN4CCC[C@H](CN31)[C@@H]24

Standard InChI:  InChI=1S/C23H30N4O/c1-28-15-6-8-19-18(12-15)21(24)17-7-9-20-16-5-3-11-26-10-2-4-14(22(16)26)13-27(20)23(17)25-19/h6,8,12,14,16,20,22H,2-5,7,9-11,13H2,1H3,(H2,24,25)/t14-,16-,20-,22+/m1/s1

Standard InChI Key:  DZLOOJWCTFRPSJ-YKHKRFOZSA-N

Molfile:  

     RDKit          2D

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    8.9634   -4.1508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5331   -4.9537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6766   -3.7517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5405   -4.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2579   -3.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2670   -2.9130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5596   -2.4939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8415   -2.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8359   -3.7205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5674   -1.6767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2789   -1.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  9 16  1  6
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 13 18  1  1
  8 19  1  1
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 28 29  1  0
 29 30  2  0
 30 25  1  0
 28 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4246502

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 378.52

Molecular Weight (Monoisotopic): 378.2420

AlogP: 3.45

#Rotatable Bonds: 1

Polar Surface Area: 54.62

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.04

CX LogP: 3.32

CX LogD: -0.78

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.82

Np Likeness Score: 0.38

References

1. Xu Y, Jing D, Chen R, Rashid HU, Jiang J, Liu X, Wang L, Xie P..  (2018)  Design, synthesis and evaluation of novel sophoridinic imine derivatives containing conjugated planar structure as potent anticancer agents.,  26  (14): [PMID:30007563] [10.1016/j.bmc.2018.07.001]

Source

Source(1):

• Scientific Literature