Methyl (4-((ethoxycarbonyl)amino)butanoyl)phenylalaninate

ID: ALA4550276

PubChem CID: 155550492

Max Phase: Preclinical

Molecular Formula: C17H24N2O5

Molecular Weight: 336.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)NCCCC(=O)N[C@@H](Cc1ccccc1)C(=O)OC

Standard InChI:  InChI=1S/C17H24N2O5/c1-3-24-17(22)18-11-7-10-15(20)19-14(16(21)23-2)12-13-8-5-4-6-9-13/h4-6,8-9,14H,3,7,10-12H2,1-2H3,(H,18,22)(H,19,20)/t14-/m0/s1

Standard InChI Key:  PTYVCITXXHCLAE-AWEZNQCLSA-N

Molfile:  

 
     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
    6.5459  -18.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2604  -17.9043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9748  -18.3168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2604  -17.0793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8314  -17.9043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1170  -18.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4025  -17.9043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6879  -18.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9735  -17.9043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6879  -19.1418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2590  -18.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5445  -17.9043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6893  -17.9043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4038  -18.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1182  -17.9043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8315  -18.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5455  -17.9092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5460  -17.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8264  -16.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1154  -17.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6893  -17.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4038  -16.6668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9748  -16.6668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4038  -15.8417    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
  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  6
 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
 13 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4550276

   ---

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: 336.39

Molecular Weight (Monoisotopic): 336.1685

AlogP: 1.41

#Rotatable Bonds: 9

Polar Surface Area: 93.73

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.43

CX Basic pKa: ┄

CX LogP: 1.44

CX LogD: 1.44

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.53

Np Likeness Score: -0.53

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