N-((S)-1-(3-(((1S,2R)-2-((3-aminopropylamino)methyl)cyclopropyl)methylamino)propylamino)-3-(4-hydroxyphenyl)-1-oxopropan-2-yl)butyramide

ID: ALA4518954

PubChem CID: 155541561

Max Phase: Preclinical

Molecular Formula: C24H41N5O3

Molecular Weight: 447.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCC(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)NCCCNC[C@H]1C[C@H]1CNCCCN

Standard InChI:  InChI=1S/C24H41N5O3/c1-2-5-23(31)29-22(14-18-6-8-21(30)9-7-18)24(32)28-13-4-12-27-17-20-15-19(20)16-26-11-3-10-25/h6-9,19-20,22,26-27,30H,2-5,10-17,25H2,1H3,(H,28,32)(H,29,31)/t19-,20+,22-/m0/s1

Standard InChI Key:  AZKMTKVSVYHHAA-VWPQPMDRSA-N

Molfile:  

 
     RDKit          2D

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    7.1673  -26.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5909  -26.5876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7500  -22.4810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.8578  -24.9450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3028  -26.1790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2815  -24.9450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6928  -24.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8073  -25.3494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5181  -24.9349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2310  -25.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.6505  -25.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3613  -24.9277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  4  1  0
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  4 11  1  1
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 15 18  1  0
  3 19  1  0
 19 20  1  0
 20 21  1  0
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 22 23  1  0
  2 24  2  0
 25 23  1  1
  1 25  1  0
 26  1  1  0
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  1 27  1  1
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4518954

   ---

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: 447.62

Molecular Weight (Monoisotopic): 447.3209

AlogP: 0.89

#Rotatable Bonds: 17

Polar Surface Area: 128.51

Molecular Species: BASE

HBA: 6

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.42

CX Basic pKa: 10.80

CX LogP: -1.19

CX LogD: -6.20

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.20

Np Likeness Score: 0.28

References

1. Kachel HS, Franzyk H, Mellor IR..  (2019)  Philanthotoxin Analogues That Selectively Inhibit Ganglionic Nicotinic Acetylcholine Receptors with Exceptional Potency.,  62  (13): [PMID:31244109] [10.1021/acs.jmedchem.9b00519]

Source

Source(1):

• Scientific Literature