SID24267373

ID: ALA1483611

PubChem CID: 15987713

Max Phase: Preclinical

Molecular Formula: C28H32N4O4

Molecular Weight: 488.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCCNc1cc(N2CCN(C3CCCCC3)CC2)c2noc3c2c1C(=O)c1ccccc1-3

Standard InChI:  InChI=1S/C28H32N4O4/c33-23(34)11-6-12-29-21-17-22(32-15-13-31(14-16-32)18-7-2-1-3-8-18)26-25-24(21)27(35)19-9-4-5-10-20(19)28(25)36-30-26/h4-5,9-10,17-18,29H,1-3,6-8,11-16H2,(H,33,34)

Standard InChI Key:  IQRNRLGHLRNYJH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 36 41  0  0  0  0  0  0  0  0999 V2000
    3.4104    2.2755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7171   -1.0566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4288   -3.9441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9999   -3.9441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5854    2.2755    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8582    1.4180    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2854   -1.0566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5713    2.2421    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9979    1.0059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9979    0.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7157    1.4184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2854    1.4184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4282    1.0059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7157   -0.2316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5729    1.0059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4282    0.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2854   -0.2316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5729    0.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1427    1.4184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1427   -0.2316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1439    1.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8577    2.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8572    1.0059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8572    0.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5708    1.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1430    2.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9999   -1.4691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2860    2.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9999   -2.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0002    2.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2865    3.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7143   -2.7066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7149    2.6533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0012    3.8913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7154    3.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7143   -3.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0
  1 11  1  0
  2 14  2  0
  3 36  2  0
  4 36  1  0
  5 12  2  0
  6 15  1  0
  6 21  1  0
  6 22  1  0
  7 17  1  0
  7 27  1  0
  8 25  1  0
  8 26  1  0
  8 28  1  0
  9 10  1  0
  9 11  2  0
  9 12  1  0
 10 14  1  0
 10 17  2  0
 11 13  1  0
 12 15  1  0
 13 16  2  0
 13 19  1  0
 14 16  1  0
 15 18  2  0
 16 20  1  0
 17 18  1  0
 19 23  2  0
 20 24  2  0
 21 25  1  0
 22 26  1  0
 23 24  1  0
 27 29  1  0
 28 30  1  0
 28 31  1  0
 29 32  1  0
 30 33  1  0
 31 34  1  0
 32 36  1  0
 33 35  1  0
 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1483611

   4-{[3-(4-cyclohexylpiperazino)-6-oxo-6H-anthra[1,9-cd]isoxazol-5-yl]amino}butanoic acid

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: 488.59

Molecular Weight (Monoisotopic): 488.2424

AlogP: 4.77

#Rotatable Bonds: 7

Polar Surface Area: 98.91

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.17

CX Basic pKa: 8.17

CX LogP: 1.93

CX LogD: 1.88

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.36

Np Likeness Score: -0.84

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays