1-((3aR,6aS)-5-(9-isopropyl-6-(4-(4-methylpiperazin-1-yl)phenylamino)-9H-purin-2-yl)hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)prop-2-en-1-one

ID: ALA3608430

PubChem CID: 118073591

Max Phase: Preclinical

Molecular Formula: C28H37N9O

Molecular Weight: 515.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CC(=O)N1C[C@@H]2CN(c3nc(Nc4ccc(N5CCN(C)CC5)cc4)c4ncn(C(C)C)c4n3)C[C@@H]2C1

Standard InChI:  InChI=1S/C28H37N9O/c1-5-24(38)35-14-20-16-36(17-21(20)15-35)28-31-26(25-27(32-28)37(18-29-25)19(2)3)30-22-6-8-23(9-7-22)34-12-10-33(4)11-13-34/h5-9,18-21H,1,10-17H2,2-4H3,(H,30,31,32)/t20-,21+

Standard InChI Key:  CBZIPGPDJXMUAK-OYRHEFFESA-N

Molfile:  

     RDKit          2D

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    3.3606   -2.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.4858    5.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8218    8.1325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.6049   -3.7635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4195   -2.2873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.9531   -5.6776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2563   -4.2665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4588   -1.1206    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7403   -4.1523    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  2  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  6  2  0
  5  6  1  0
  6  7  1  0
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 32 33  1  0
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 35 37  2  0
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 30 39  1  6
 31 40  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA3608430

   1-[(3aS,6aR)-2-[6-[4-(4-methylpiperazin-1-yl)anilino]-9-propan-2-ylpurin-2-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl]prop-2-en-1-one

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: 515.67

Molecular Weight (Monoisotopic): 515.3121

AlogP: 2.98

#Rotatable Bonds: 6

Polar Surface Area: 85.66

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.97

CX LogP: 3.03

CX LogD: 2.36

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.50

Np Likeness Score: -1.04

References

1. Abdel-Magid AF..  (2015)  Inhibitors of the Epidermal Growth Factor Receptor (EGFR) May Provide Effective Treatment for Lung Adenocarcinoma.,  6  (7): [PMID:26191356] [10.1021/acsmedchemlett.5b00231]

Source

Source(1):

• Scientific Literature