ML-246

ID: ALA4594433

Max Phase: Phase

Molecular Formula: C31H30N4O

Molecular Weight: 474.61

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Metarrestin | Ml-246 | ML-246

Canonical SMILES:  N=c1c2c(-c3ccccc3)c(-c3ccccc3)n(Cc3ccccc3)c2ncn1[C@H]1CC[C@H](O)CC1

Standard InChI:  InChI=1S/C31H30N4O/c32-30-28-27(23-12-6-2-7-13-23)29(24-14-8-3-9-15-24)34(20-22-10-4-1-5-11-22)31(28)33-21-35(30)25-16-18-26(36)19-17-25/h1-15,21,25-26,32,36H,16-20H2/t25-,26-

Standard InChI Key:  WSMXAUJFLWRPNT-DIVCQZSQSA-N

Molfile:  

chemical4.mol
     RDKit          2D

 36 41  0  0  1  0  0  0  0  0999 V2000
   11.9612   -5.9408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9612   -5.1158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6758   -4.7032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3902   -5.1158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3902   -5.9408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6758   -6.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1046   -4.7032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8192   -5.1158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5336   -4.7032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.8192   -3.4658    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1046   -3.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3182   -3.6233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8032   -4.2908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3182   -4.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5732   -5.7428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3802   -5.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6351   -6.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0831   -7.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.0211   -6.3559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6282   -4.2908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0406   -3.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8656   -3.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2782   -4.2908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8656   -5.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0406   -5.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5732   -2.8387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0211   -2.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2761   -1.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7241   -0.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9171   -0.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6622   -1.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2142   -2.3972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8192   -5.9408    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2468   -6.3532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  4  7  1  1
  8  7  1  0
  9  8  1  0
 10  9  2  0
 11 10  1  0
 12 11  2  0
 12  7  1  0
 13 10  1  0
 13 14  1  0
 15 14  2  0
 15  9  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
 14 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 22 27  2  0
 13 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 29 34  2  0
  8 35  2  0
  1 36  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4594433

   ML-246

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: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 474.61

Molecular Weight (Monoisotopic): 474.2420

AlogP: 6.18

#Rotatable Bonds: 5

Polar Surface Area: 66.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.37

CX LogP: 5.85

CX LogD: 4.86

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.32

Np Likeness Score: -0.34

References

1. Unpublished dataset, 

2. Frankowski KJ, Patnaik S, Wang C, Southall N, Dutta D, De S, Li D, Dextras C, Lin YH, Bryant-Connah M, Davis D, Wang F, Wachsmuth LM, Shah P, Williams J, Kabir M, Zhu E, Baljinnyam B, Wang A, Xu X, Norton J, Ferrer M, Titus S, Simeonov A, Zheng W, Mathews Griner LA, Jadhav A, Aubé J, Henderson MJ, Rudloff U, Schoenen FJ, Huang S, Marugan JJ..  (2022)  Discovery and Optimization of Pyrrolopyrimidine Derivatives as Selective Disruptors of the Perinucleolar Compartment, a Marker of Tumor Progression toward Metastasis.,  65  (12.0): [PMID:35696646] [10.1021/acs.jmedchem.2c00204]

Source

Source(2):

• Scientific Literature
• Clinical Candidates