5-(hydroxymethyl)-3-(1-(3-methylbenzylamino)-5-(2-(4-nitrobenzyloxy)phenyl)pentylidene)furan-2,4(3H,5H)-dione

ID: ALA3260375

PubChem CID: 136498877

Max Phase: Preclinical

Molecular Formula: C31H32N2O7

Molecular Weight: 544.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(CN/C(CCCCc2ccccc2OCc2ccc([N+](=O)[O-])cc2)=C2\C(=O)OC(CO)C2=O)c1

Standard InChI:  InChI=1S/C31H32N2O7/c1-21-7-6-8-23(17-21)18-32-26(29-30(35)28(19-34)40-31(29)36)11-4-2-9-24-10-3-5-12-27(24)39-20-22-13-15-25(16-14-22)33(37)38/h3,5-8,10,12-17,28,32,34H,2,4,9,11,18-20H2,1H3/b29-26-

Standard InChI Key:  IPRQIYMDZPQRFL-WCTVFOPTSA-N

Molfile:  

     RDKit          2D

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   10.1007  -18.0141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1005  -18.8313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  3  7  1  0
  7  8  1  0
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  9 10  1  0
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  5 20  1  0
 10 21  1  0
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 22 23  1  0
 23 27  1  0
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 27 28  1  0
 28 29  2  0
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 32 33  2  0
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 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 32  1  0
 38 39  2  0
 38 40  1  0
 35 38  1  0
M  CHG  2  38   1  40  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3260375

   ---

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: 544.60

Molecular Weight (Monoisotopic): 544.2210

AlogP: 4.73

#Rotatable Bonds: 13

Polar Surface Area: 128.00

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.41

CX Basic pKa: ┄

CX LogP: 6.06

CX LogD: 6.06

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.08

Np Likeness Score: -0.41

References

1. Thuaud F, Kojima S, Hirai G, Oonuma K, Tsuchiya A, Uchida T, Tsuchimoto T, Sodeoka M..  (2014)  RE12 derivatives displaying Vaccinia H1-related phosphatase (VHR) inhibition in the presence of detergent and their anti-proliferative activity against HeLa cells.,  22  (9): [PMID:24702858] [10.1016/j.bmc.2014.03.012]

Source

Source(1):

• Scientific Literature