10-(4-hydroxy-3-methoxyphenyl)-7,8-dihydro-5H-indeno[1,2-b]quinoline-9,11(6H,10H)-dione

ID: ALA4857084

Cas Number: 372499-75-7

PubChem CID: 2889578

Max Phase: Preclinical

Molecular Formula: C23H19NO4

Molecular Weight: 373.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(C2C3=C(CCCC3=O)NC3=C2C(=O)c2ccccc23)ccc1O

Standard InChI:  InChI=1S/C23H19NO4/c1-28-18-11-12(9-10-16(18)25)19-20-15(7-4-8-17(20)26)24-22-13-5-2-3-6-14(13)23(27)21(19)22/h2-3,5-6,9-11,19,24-25H,4,7-8H2,1H3

Standard InChI Key:  FNVGSOFWHKUKOL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 32  0  0  0  0  0  0  0  0999 V2000
    5.9261  -12.0450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9261  -10.3934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6388  -10.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6353  -11.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3448  -12.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0622  -11.6424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0658  -10.8166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3517  -10.3983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2133  -11.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2134  -10.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4281  -11.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9426  -11.2233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4286  -10.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0943   -9.8049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2742   -9.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7897  -10.3895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1267  -11.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9261  -12.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2097  -13.2823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2102  -14.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9264  -14.5203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6435  -14.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6394  -13.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3401  -12.8757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1728  -12.6767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4954  -14.5206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7799  -14.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9284  -15.3461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  2  1  0
  9  1  1  0
  1  4  1  0
  3  2  1  0
  3  4  2  0
  3  8  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  9 10  2  0
 10 13  1  0
 12 11  1  0
 11  9  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  1 18  1  0
  5 24  2  0
 11 25  2  0
 20 26  1  0
 26 27  1  0
 21 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4857084

   10-(4-hydroxy-3-methoxyphenyl)-6,7,8,10-tetrahydro-5H-indeno[1,2-b]quinoline-9,11-dione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 373.41

Molecular Weight (Monoisotopic): 373.1314

AlogP: 3.70

#Rotatable Bonds: 2

Polar Surface Area: 75.63

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.93

CX Basic pKa: ┄

CX LogP: 2.45

CX LogD: 2.45

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.84

Np Likeness Score: -0.11

References

1.  (2020)  Inhibitors of GPR174 and Uses Thereof, 

2.  (2020)  Methods and Compositions for Treating Cancer, 

Source

Source(1):

• Patent Bioactivity Data