2-acetamido-N-(2-((2-(dimethylamino)ethyl)disulfanyl)ethyl)-3-(1H-indol-3-yl)propanamide

ID: ALA5206188

PubChem CID: 168296509

Max Phase: Preclinical

Molecular Formula: C19H28N4O2S2

Molecular Weight: 408.59

Names and Identifiers

Canonical SMILES:  CC(=O)NC(Cc1c[nH]c2ccccc12)C(=O)NCCSSCCN(C)C

Standard InChI:  InChI=1S/C19H28N4O2S2/c1-14(24)22-18(12-15-13-21-17-7-5-4-6-16(15)17)19(25)20-8-10-26-27-11-9-23(2)3/h4-7,13,18,21H,8-12H2,1-3H3,(H,20,25)(H,22,24)

Standard InChI Key:  UGJIZCLLARQVMA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.2707   -0.7746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9826   -1.1864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9826   -2.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2725   -2.4235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5561   -2.0154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0994    0.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9432   -0.6347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2790    0.1188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6829    0.6157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4693    1.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0528    1.9963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8499    1.7828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4334    2.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0635    0.9857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6723    1.6264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0888    1.0429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4587    2.4235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    1.2565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2917    0.6730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0888    0.8865    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6723    0.3030    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4693    0.5166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0528   -0.0668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8499    0.1467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4334   -0.4367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0635    0.9438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  2  7  1  0
  1  8  1  0
  8  9  1  0
  9  7  2  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
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 13 15  2  0
 11 16  1  0
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 16 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
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 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5206188

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 408.59

Molecular Weight (Monoisotopic): 408.1654

AlogP: 2.27

#Rotatable Bonds: 11

Polar Surface Area: 77.23

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.80

CX Basic pKa: 8.42

CX LogP: 1.10

CX LogD: 0.05

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.39

Np Likeness Score: -0.43

References

1. Feng X, Yan Z, Zhou F, Lou J, Lyu X, Ren X, Zeng Z, Liu C, Zhang S, Zhu D, Huang H, Yang J, Zhao Y..  (2022)  Discovery of a selective and covalent small-molecule inhibitor of BFL-1 protein that induces robust apoptosis in cancer cells.,  236  [PMID:35385805] [10.1016/j.ejmech.2022.114327]

Source

Source(1):

• Scientific Literature