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

ID: ALA1169473

PubChem CID: 49799904

Max Phase: Preclinical

Molecular Formula: C27H23ClN2O2

Molecular Weight: 442.95

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H23ClN2O2/c1-29-16-22(17-11-13-19(28)14-12-17)26(15-18-7-3-4-8-20(18)24(26)31)27(29)21-9-5-6-10-23(21)30(2)25(27)32/h3-14,22H,15-16H2,1-2H3/t22-,26+,27+/m0/s1/i2T3

Standard InChI Key:  QNNBEOWIUWBDPC-IVIQZPFKSA-N

Molfile:  

     RDKit          2D

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   -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
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   -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
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   -5.3764   -2.1298    0.0000 C   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
   -5.9285   -2.7428    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5694   -2.3013    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1215   -2.9144    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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 17 22  2  0
  8 23  2  0
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  7 31  1  0
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M  ISO  3  33   3  34   3  35   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: 442.95

Molecular Weight (Monoisotopic): 442.1448

AlogP: 4.67

#Rotatable Bonds: 1

Polar Surface Area: 40.62

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.45

CX LogP: 4.81

CX LogD: 4.48

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.55

Np Likeness Score: 0.07

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