4-fluoro-7-methyl-N-((1R,3S)-3-((S)-3-(N-methylmethylsulfonamido)pyrrolidin-1-yl)cyclohexyl)-1H-indole-2-carboxamide

ID: ALA5091591

PubChem CID: 156599545

Max Phase: Preclinical

Molecular Formula: C22H31FN4O3S

Molecular Weight: 450.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(F)c2cc(C(=O)N[C@@H]3CCC[C@H](N4CC[C@H](N(C)S(C)(=O)=O)C4)C3)[nH]c12

Standard InChI:  InChI=1S/C22H31FN4O3S/c1-14-7-8-19(23)18-12-20(25-21(14)18)22(28)24-15-5-4-6-16(11-15)27-10-9-17(13-27)26(2)31(3,29)30/h7-8,12,15-17,25H,4-6,9-11,13H2,1-3H3,(H,24,28)/t15-,16+,17+/m1/s1

Standard InChI Key:  ZLVKIBLQXFILMA-IKGGRYGDSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
    4.4494    0.9394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0392    1.6551    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6245    0.9420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7937   -0.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7949   -1.7166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0768   -2.1313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0786   -0.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3600   -0.8817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3551   -1.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5641   -1.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0800   -1.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5719   -0.6207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0812    0.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2512   -1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8327   -1.9997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8411   -0.5643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0150   -0.5532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0758   -2.9600    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.3981   -1.2721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2232   -1.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6373   -0.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2200    0.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3886    0.1648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6275    0.8877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4475    0.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6122    1.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8905    2.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2800    1.6381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3660    2.1351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4449    2.9600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7949    1.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  8  1  0
  7 13  1  0
 11 14  1  0
 14 15  2  0
 14 16  1  0
 17 16  1  1
  6 18  1  0
 17 19  1  0
 17 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  1
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 24  1  0
 26 29  1  6
 29  2  1  0
 29 30  1  0
  2 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5091591

   ---

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: 450.58

Molecular Weight (Monoisotopic): 450.2101

AlogP: 2.62

#Rotatable Bonds: 5

Polar Surface Area: 85.51

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.51

CX LogP: 1.46

CX LogD: 0.32

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.73

Np Likeness Score: -1.42

References

1. Lampe JW, Alford JS, Boriak-Sjodin PA, Brach D, Cosmopoulos K, Duncan KW, Eckley ST, Foley MA, Harvey DM, Motwani V, Munchhof MJ, Raimondi A, Riera TV, Tang C, Thomenius MJ, Totman J, Farrow NA..  (2021)  Discovery of a First-in-Class Inhibitor of the Histone Methyltransferase SETD2 Suitable for Preclinical Studies.,  12  (10.0): [PMID:34671445] [10.1021/acsmedchemlett.1c00272]

2. Alford JS, Lampe JW, Brach D, Chesworth R, Cosmopoulos K, Duncan KW, Eckley ST, Kutok JL, Raimondi A, Riera TV, Shook B, Tang C, Totman J, Farrow NA..  (2022)  Conformational-Design-Driven Discovery of EZM0414: A Selective, Potent SETD2 Inhibitor for Clinical Studies.,  13  (7.0): [PMID:35859865] [10.1021/acsmedchemlett.2c00167]

Source

Source(1):

• Scientific Literature