(S)-1-methyl-N-(2-((2-methylpyrrolidin-1-yl)methyl)-1H-benzo[d]imidazol-5-yl)-1H-indazole-5-carboxamide

ID: ALA4552313

Cas Number: 2255338-25-9

PubChem CID: 134820948

Product Number: S650627, Order Now?

Max Phase: Preclinical

Molecular Formula: C22H24N6O

Molecular Weight: 388.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H]1CCCN1Cc1nc2cc(NC(=O)c3ccc4c(cnn4C)c3)ccc2[nH]1

Standard InChI:  InChI=1S/C22H24N6O/c1-14-4-3-9-28(14)13-21-25-18-7-6-17(11-19(18)26-21)24-22(29)15-5-8-20-16(10-15)12-23-27(20)2/h5-8,10-12,14H,3-4,9,13H2,1-2H3,(H,24,29)(H,25,26)/t14-/m0/s1

Standard InChI Key:  QGNDVASWIHEXCL-AWEZNQCLSA-N

Molfile:  

 
     RDKit          2D

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   10.2660  -11.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9740  -11.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9722  -10.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6809  -10.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6857  -11.2734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4657  -11.5218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9430  -10.8567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4579  -10.1973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5593  -10.0499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8517  -10.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1439  -10.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8519  -11.2759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1473   -9.2325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4404   -8.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4422  -10.4590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7346  -10.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7314   -9.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9452   -8.9765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4624   -9.6464    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9503  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6897   -8.2003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7602  -10.8519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1646  -10.1418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9767  -10.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1419   -9.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4317   -8.8455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8277   -9.3960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5275  -10.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  1 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  2  0
 14 15  1  0
 15 18  2  0
 17 16  2  0
 16 12  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 17  1  0
 19 22  1  0
  8 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 24  1  0
 25 29  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4552313

   SGC-iMLLT

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: Yes

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 388.48

Molecular Weight (Monoisotopic): 388.2012

AlogP: 3.69

#Rotatable Bonds: 4

Polar Surface Area: 78.84

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.50

CX Basic pKa: 7.57

CX LogP: 2.64

CX LogD: 2.24

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.56

Np Likeness Score: -2.12

References

1. Ni X, Heidenreich D, Christott T, Bennett J, Moustakim M, Brennan PE, Fedorov O, Knapp S, Chaikuad A..  (2019)  Structural Insights into Interaction Mechanisms of Alternative Piperazine-urea YEATS Domain Binders in MLLT1.,  10  (12): [PMID:31857843] [10.1021/acsmedchemlett.9b00460]

2. Pu DB, Guo SQ, Ni DX, Lin J, Gao JB, Li XN, Zhang RH, Li XL, Luo C, Chen SJ, Xiao WL..  (2022)  Spiroarborin, an ent-Clerodane Homodimer from Callicarpa arborea as an Inhibitor of the Eleven-Nineteen Leukemia (ENL) Protein by Targeting the YEATS Domain.,  85  (2.0): [PMID:35029993] [10.1021/acs.jnatprod.1c00775]

Source

Source(1):

• Scientific Literature