Ethyl (5-(benzylamino)-5-oxopentyl)carbamate

ID: ALA4540650

PubChem CID: 90064049

Max Phase: Preclinical

Molecular Formula: C15H22N2O3

Molecular Weight: 278.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)NCCCCC(=O)NCc1ccccc1

Standard InChI:  InChI=1S/C15H22N2O3/c1-2-20-15(19)16-11-7-6-10-14(18)17-12-13-8-4-3-5-9-13/h3-5,8-9H,2,6-7,10-12H2,1H3,(H,16,19)(H,17,18)

Standard InChI Key:  KMWXIFXDUMFNQF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   35.1835   -7.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8980   -6.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6125   -7.3917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8980   -6.1542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4691   -6.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7546   -7.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3269   -6.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0415   -7.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0401   -6.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3257   -7.3917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6112   -6.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8967   -7.3917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.6112   -6.1542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.1823   -6.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4677   -7.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0391   -8.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7527   -8.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4682   -8.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4656   -7.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7513   -6.9797    0.0000 C   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
  3  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 14 15  1  0
  8 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4540650

   ethyl N-[5-(benzylamino)-5-oxopentyl]carbamate

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: 278.35

Molecular Weight (Monoisotopic): 278.1630

AlogP: 2.22

#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: 1.76

CX LogD: 1.76

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.72

Np Likeness Score: -0.99

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