(2E/Z,6Z)-3,7,11-trimethyl-N-(3-(pyrrolidin-1-yl)propyl)dodeca-2,6,10-trien-1-amine

ID: ALA4649255

PubChem CID: 156020891

Max Phase: Preclinical

Molecular Formula: C22H40N2

Molecular Weight: 332.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)=CCC/C(C)=C\CCC(C)=CCNCCCN1CCCC1

Standard InChI:  InChI=1S/C22H40N2/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-16-23-15-9-19-24-17-5-6-18-24/h10,12,14,23H,5-9,11,13,15-19H2,1-4H3/b21-12-,22-14?

Standard InChI Key:  PEWBZCRSCVXWEW-GNWIVLFOSA-N

Molfile:  

 
     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
    8.8873  -10.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6017  -10.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3162  -10.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6017   -9.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0307  -10.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7451  -10.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4596  -10.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1741  -10.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4596   -9.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7451   -9.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7451   -8.4043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4596   -7.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4596   -7.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1741   -8.4043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8885   -7.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6030   -8.4043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3199   -7.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0319   -8.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7488   -8.0043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4609   -8.4210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5421   -9.2392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3482   -9.4155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7648   -8.7034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2163   -8.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  3
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4649255

   ---

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: 332.58

Molecular Weight (Monoisotopic): 332.3191

AlogP: 5.48

#Rotatable Bonds: 12

Polar Surface Area: 15.27

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.98

CX LogP: 4.97

CX LogD: 1.93

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.38

Np Likeness Score: 0.47

References

1. Lieutaud A, Pieri C, Bolla JM, Brunel JM..  (2020)  New Polyaminoisoprenyl Antibiotics Enhancers against Two Multidrug-Resistant Gram-Negative Bacteria from Enterobacter and Salmonella Species.,  63  (18): [PMID:32840108] [10.1021/acs.jmedchem.0c01335]

Source

Source(1):

• Scientific Literature