NA

ID: ALA3978002

PubChem CID: 134151887

Max Phase: Preclinical

Molecular Formula: C22H20N4O3

Molecular Weight: 388.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc([C@@](C)(O)C#Cc2ccc3c(c2)-c2nc(C(N)=O)cn2C2CC3C2)no1

Standard InChI:  InChI=1S/C22H20N4O3/c1-12-7-19(25-29-12)22(2,28)6-5-13-3-4-16-14-9-15(10-14)26-11-18(20(23)27)24-21(26)17(16)8-13/h3-4,7-8,11,14-15,28H,9-10H2,1-2H3,(H2,23,27)/t14?,15?,22-/m0/s1

Standard InChI Key:  FZJMLWNUSUKYPU-MRHLONDUSA-N

Molfile:  

     RDKit          2D

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    5.1175   -3.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5801   -2.7288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6744   -4.4946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0980   -1.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9438   -0.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7984   -2.7104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1684    0.7606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026   -2.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7272    2.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8159    3.7324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9753    3.3904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.5376   -0.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9307   -1.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1528    1.4240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6552   -2.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0756   -2.5369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0118   -3.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5077   -3.9253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0427   -4.9591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  1  0
  4  1  1  0
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  9 13  1  0
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 14 17  1  0
 18 15  2  0
 16 15  1  0
 16 19  1  0
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 22 23  1  0
 23 24  1  6
 25 23  1  0
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 25 28  2  0
 27 29  2  0
 28 30  1  0
 31 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3978002

   ---

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: 388.43

Molecular Weight (Monoisotopic): 388.1535

AlogP: 2.64

#Rotatable Bonds: 2

Polar Surface Area: 107.17

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.68

CX Basic pKa: 2.66

CX LogP: 2.42

CX LogD: 2.42

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.66

Np Likeness Score: -0.63

References

1. Feng JA, Lee P, Alaoui MH, Barrett K, Castanedo G, Godemann R, McEwan P, Wang X, Wu P, Zhang Y, Harris SF, Staben ST..  (2019)  Structure Based Design of Potent Selective Inhibitors of Protein Kinase D1 (PKD1).,  10  (9): [PMID:31531194] [10.1021/acsmedchemlett.8b00658]

Source

Source(1):

• Scientific Literature