3-(6-chloro-5-(2-methyl-6-(4-(methylamino)pyrimidin-2-ylamino)-1H-indol-1-yl)pyridin-3-yl)-1,4-dimethylpyridin-2(1H)-one

ID: ALA4549878

PubChem CID: 121005805

Max Phase: Preclinical

Molecular Formula: C26H24ClN7O

Molecular Weight: 485.98

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNc1ccnc(Nc2ccc3cc(C)n(-c4cc(-c5c(C)ccn(C)c5=O)cnc4Cl)c3c2)n1

Standard InChI:  InChI=1S/C26H24ClN7O/c1-15-8-10-33(4)25(35)23(15)18-12-21(24(27)30-14-18)34-16(2)11-17-5-6-19(13-20(17)34)31-26-29-9-7-22(28-3)32-26/h5-14H,1-4H3,(H2,28,29,31,32)

Standard InChI Key:  UFLRBTMJLDXXGQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   26.9132  -17.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9103  -16.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2017  -15.8978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6215  -17.5332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   23.4126  -19.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.8111  -18.5873    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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   29.0260  -15.8970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3224  -16.3084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0219  -15.0798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7275  -14.6676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6190  -19.2656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0742  -18.6552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2776  -18.8209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0194  -19.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.3672  -20.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3301  -17.8791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7343  -18.2105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 32 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4549878

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 485.98

Molecular Weight (Monoisotopic): 485.1731

AlogP: 5.24

#Rotatable Bonds: 5

Polar Surface Area: 89.66

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.01

CX Basic pKa: 5.34

CX LogP: 4.20

CX LogD: 4.20

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.33

Np Likeness Score: -1.08

References

1. Chen C, Zhu H, Stauffer F, Caravatti G, Vollmer S, Machauer R, Holzer P, Möbitz H, Scheufler C, Klumpp M, Tiedt R, Beyer KS, Calkins K, Guthy D, Kiffe M, Zhang J, Gaul C..  (2016)  Discovery of Novel Dot1L Inhibitors through a Structure-Based Fragmentation Approach.,  7  (8): [PMID:27563395] [10.1021/acsmedchemlett.6b00167]

Source

Source(1):

• Scientific Literature