1-((6-aminopyridin-3-yl)methyl)-3-(4-morpholinophenylamino)-4-phenyl-1H-pyrrole-2,5-dione

ID: ALA4089430

PubChem CID: 11294005

Max Phase: Preclinical

Molecular Formula: C26H25N5O3

Molecular Weight: 455.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccc(CN2C(=O)C(Nc3ccc(N4CCOCC4)cc3)=C(c3ccccc3)C2=O)cn1

Standard InChI:  InChI=1S/C26H25N5O3/c27-22-11-6-18(16-28-22)17-31-25(32)23(19-4-2-1-3-5-19)24(26(31)33)29-20-7-9-21(10-8-20)30-12-14-34-15-13-30/h1-11,16,29H,12-15,17H2,(H2,27,28)

Standard InChI Key:  JDHWLVUZCIEPGC-UHFFFAOYSA-N

Molfile:  

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   17.8322  -12.1210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   20.8984   -9.7331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   19.2833   -9.6122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 30 33  1  0
  8 34  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4089430

   1-[(6-Aminopyridin-3-yl)methyl]-3-[(4-morpholin-4-ylphenyl)amino]-4-phenyl-1H-pyrrole-2,5-dione

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: 455.52

Molecular Weight (Monoisotopic): 455.1957

AlogP: 2.89

#Rotatable Bonds: 6

Polar Surface Area: 100.79

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.68

CX Basic pKa: 6.50

CX LogP: 2.33

CX LogD: 2.28

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.55

Np Likeness Score: -1.00

References

1. Warner DJ, Chen H, Cantin LD, Kenna JG, Stahl S, Walker CL, Noeske T..  (2012)  Mitigating the inhibition of human bile salt export pump by drugs: opportunities provided by physicochemical property modulation, in silico modeling, and structural modification.,  40  (12): [PMID:22961681] [10.1124/dmd.112.047068]

Source

Source(1):

• Scientific Literature