3,3'-(2-oxopropane-1,3-diyl)bis(3-hydroxyindolin-2-one)

ID: ALA4753538

Cas Number: 76325-81-0

PubChem CID: 299561

Max Phase: Preclinical

Molecular Formula: C19H16N2O5

Molecular Weight: 352.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CC1(O)C(=O)Nc2ccccc21)CC1(O)C(=O)Nc2ccccc21

Standard InChI:  InChI=1S/C19H16N2O5/c22-11(9-18(25)12-5-1-3-7-14(12)20-16(18)23)10-19(26)13-6-2-4-8-15(13)21-17(19)24/h1-8,25-26H,9-10H2,(H,20,23)(H,21,24)

Standard InChI Key:  ROCVBZTWTGXHKR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    4.3253   -3.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0330   -3.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7408   -3.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0330   -2.3938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4485   -3.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6176   -3.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3314   -2.2275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5321   -2.3975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5320   -2.3962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7326   -2.2263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7400   -2.9353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1939   -3.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4439   -4.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2396   -4.4818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7849   -3.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5320   -3.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8709   -3.5412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3271   -2.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5306   -3.1005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2768   -3.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8256   -4.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6201   -4.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9242   -1.8515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1393   -1.8494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6113   -4.0282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4426   -4.0240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  3  5  1  0
  1  6  1  0
  5 12  1  0
 11  7  1  0
  7  8  1  0
  8  5  1  0
  6  9  1  0
  9 10  1  0
 10 18  1  0
 17  6  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
  8 23  2  0
  9 24  2  0
  6 25  1  0
  5 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4753538

   3,3'-(2-oxopropane-1,3-diyl)bis(3-hydroxy-1,3-dihydro-2H-indol-2-one)

Molecule Features

Natural Product: Yes

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: 352.35

Molecular Weight (Monoisotopic): 352.1059

AlogP: 1.02

#Rotatable Bonds: 4

Polar Surface Area: 115.73

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.24

CX Basic pKa: ┄

CX LogP: 0.85

CX LogD: 0.85

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.66

Np Likeness Score: 0.37

References

1. Liu Q,Miao Y,Wang X,Lv G,Peng Y,Li K,Li M,Qiu L,Lin J.  (2020)  Structure-based virtual screening and biological evaluation of novel non-bisphosphonate farnesyl pyrophosphate synthase inhibitors.,  186  [PMID:31785819] [10.1016/j.ejmech.2019.111905]

Source

Source(1):

• Scientific Literature