Ethyl (4-((3-chlorophenethyl)amino)-4-oxobutyl)carbamate

ID: ALA4551616

PubChem CID: 155555652

Max Phase: Preclinical

Molecular Formula: C15H21ClN2O3

Molecular Weight: 312.80

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)NCCCC(=O)NCCc1cccc(Cl)c1

Standard InChI:  InChI=1S/C15H21ClN2O3/c1-2-21-15(20)18-9-4-7-14(19)17-10-8-12-5-3-6-13(16)11-12/h3,5-6,11H,2,4,7-10H2,1H3,(H,17,19)(H,18,20)

Standard InChI Key:  LXUZRVUDMWIEEX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
    6.5459   -3.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2604   -3.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9748   -3.7667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2604   -2.5292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8314   -3.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1170   -3.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4025   -3.3542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6879   -3.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9735   -3.3542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6879   -4.5917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2590   -3.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5445   -3.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6893   -3.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4038   -3.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1182   -3.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8315   -3.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5455   -3.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5460   -2.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8264   -2.1209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1154   -2.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2598   -3.7720    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  1  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  1  0
  3 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 17 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4551616

   ---

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: 312.80

Molecular Weight (Monoisotopic): 312.1241

AlogP: 2.53

#Rotatable Bonds: 8

Polar Surface Area: 67.43

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.21

CX LogD: 2.21

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.72

Np Likeness Score: -1.24

References

1. Gromek SM, deMayo JA, Maxwell AT, West AM, Pavlik CM, Zhao Z, Li J, Wiemer AJ, Zweifach A, Balunas MJ..  (2016)  Synthesis and biological evaluation of santacruzamate A analogues for anti-proliferative and immunomodulatory activity.,  24  (21): [PMID:27614919] [10.1016/j.bmc.2016.08.040]

Source

Source(1):

• Scientific Literature