(S)-N-(1-(3-(4-(3-aminopropylamino)butylamino)propylamino)-3-(4-hydroxyphenyl)-1-oxopropan-2-yl)cyclohexanecarboxamide

ID: ALA4556075

PubChem CID: 14806309

Max Phase: Preclinical

Molecular Formula: C26H45N5O3

Molecular Weight: 475.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NCCCNCCCCNCCCNC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)C1CCCCC1

Standard InChI:  InChI=1S/C26H45N5O3/c27-14-6-17-28-15-4-5-16-29-18-7-19-30-26(34)24(20-21-10-12-23(32)13-11-21)31-25(33)22-8-2-1-3-9-22/h10-13,22,24,28-29,32H,1-9,14-20,27H2,(H,30,34)(H,31,33)/t24-/m0/s1

Standard InChI Key:  AKHCKCPDLAYHDW-DEOSSOPVSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4556075

   N-[(2S)-1-[3-[4-(3-aminopropylamino)butylamino]propylamino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]cyclohexanecarboxamide

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: 475.68

Molecular Weight (Monoisotopic): 475.3522

AlogP: 1.81

#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: 9.41

CX Basic pKa: 10.76

CX LogP: -0.04

CX LogD: -5.01

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.19

Np Likeness Score: -0.23

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