(2S)-2-acetamido-N-[(1S)-1-[[(1S)-1-formyl-3-methyl-butyl]carbamoyl]-3-methyl-butyl]-4-methyl-pentanamide

ID: ALA4453814

PubChem CID: 9864840

Max Phase: Preclinical

Molecular Formula: C20H37N3O4

Molecular Weight: 383.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](C=O)CC(C)C

Standard InChI:  InChI=1S/C20H37N3O4/c1-12(2)8-16(11-24)22-19(26)18(10-14(5)6)23-20(27)17(9-13(3)4)21-15(7)25/h11-14,16-18H,8-10H2,1-7H3,(H,21,25)(H,22,26)(H,23,27)/t16-,17-,18-/m0/s1

Standard InChI Key:  YOAVWEGYPJRGCF-BZSNNMDCSA-N

Molfile:  

 
     RDKit          2D

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    3.1986   -5.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9104   -4.8000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4868   -4.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1986   -6.0299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6223   -5.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3341   -4.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0459   -5.2086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3341   -3.9786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7537   -4.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4655   -5.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1773   -4.8000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4655   -6.0299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8892   -5.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6010   -4.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3128   -5.2086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8892   -6.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6010   -6.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6010   -7.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3128   -6.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7537   -3.9786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6223   -6.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4655   -3.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4655   -2.7446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1773   -3.9786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3341   -6.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3341   -7.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0459   -6.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  1  4  2  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 13 16  1  6
 16 17  1  0
 17 18  1  0
 17 19  1  0
  9 20  1  1
  5 21  1  6
 20 22  1  0
 22 23  1  0
 22 24  1  0
 21 25  1  0
 25 26  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4453814

   Ac-Leu-Leu-Leu-al

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: 383.53

Molecular Weight (Monoisotopic): 383.2784

AlogP: 1.80

#Rotatable Bonds: 12

Polar Surface Area: 104.37

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.45

CX Basic pKa: ┄

CX LogP: 1.77

CX LogD: 1.77

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.45

Np Likeness Score: 0.44

References

1. Patel KD, De Zoysa GH, Kanamala M, Patel K, Pilkington LI, Barker D, Reynisson J, Wu Z, Sarojini V..  (2020)  Novel Cell-Penetrating Peptide Conjugated Proteasome Inhibitors: Anticancer and Antifungal Investigations.,  63  (1): [PMID:31801019] [10.1021/acs.jmedchem.9b01694]

Source

Source(1):

• Scientific Literature