4'-(4-Chlorophenyl)-2,3-dihydro-1'-methyl-dispiro-[1H-indene-2,3'-pyrrolidine-2',3''-[3H]indole]-1,2''(1''H)-dione

ID: ALA1169472

PubChem CID: 49799903

Max Phase: Preclinical

Molecular Formula: C26H21ClN2O2

Molecular Weight: 428.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  [3H]N1C(=O)[C@@]2(c3ccccc31)N(C)C[C@@H](c1ccc(Cl)cc1)[C@@]21Cc2ccccc2C1=O

Standard InChI:  InChI=1S/C26H21ClN2O2/c1-29-15-21(16-10-12-18(27)13-11-16)25(14-17-6-2-3-7-19(17)23(25)30)26(29)20-8-4-5-9-22(20)28-24(26)31/h2-13,21H,14-15H2,1H3,(H,28,31)/t21-,25+,26+/m0/s1/i/hT

Standard InChI Key:  DHXMOXJYJUQVSS-HQEKGRSISA-N

Molfile:  

     RDKit          2D

 32 37  0  0  0  0  0  0  0  0999 V2000
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   -7.1303    0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.1464   -0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6312   -0.0103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5614    1.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0805    0.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8343    0.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7912    1.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.6813    1.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.1692    0.1771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0805    2.1517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3214   -0.6777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1199   -0.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7087    2.5308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0494    3.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1492    3.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9084    4.1686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5677    3.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4679    2.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3764   -2.1298    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0083    4.9876    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
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  9  8  1  6
 11  9  1  0
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 10 11  1  0
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 12 13  1  0
 11 16  1  6
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 14 18  2  0
 15 14  1  0
 21 15  2  0
 18 19  1  0
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  8 23  2  0
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 25 26  1  0
 25 30  2  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
  7 31  1  0
 28 32  1  0
M  ISO  1  31   3
M  END

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: 428.92

Molecular Weight (Monoisotopic): 428.1292

AlogP: 4.64

#Rotatable Bonds: 1

Polar Surface Area: 49.41

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.49

CX Basic pKa: 7.24

CX LogP: 4.94

CX LogD: 4.71

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.61

Np Likeness Score: 0.16

References

1. Girgis AS..  (2009)  Regioselective synthesis of dispiro[1H-indene-2,3'-pyrrolidine-2',3''-[3H]indole]-1,2''(1''H)-diones of potential anti-tumor properties.,  44  (1): [PMID:18455272] [10.1016/j.ejmech.2008.03.013]

2. Katritzky AR, Girgis AS, Slavov S, Tala SR, Stoyanova-Slavova I..  (2010)  QSAR modeling, synthesis and bioassay of diverse leukemia RPMI-8226 cell line active agents.,  45  (11): [PMID:20843586] [10.1016/j.ejmech.2010.08.033]

Source

Source(1):

• Scientific Literature