(S)-2-((S)-4-amino-2-((R)-3-hydroxydodecanamido)-4-oxobutanamido)-N1-((S)-4-methyl-1-oxopentan-2-yl)pentanediamide

ID: ALA265252

Chembl Id: CHEMBL265252

PubChem CID: 9829143

Max Phase: Preclinical

Molecular Formula: C27H49N5O7

Molecular Weight: 555.72

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Fellutamide B | Fellutamide B|(2S)-2-[[(2S)-4-amino-2-[[(3R)-3-hydroxydodecanoyl]amino]-4-oxo-butanoyl]amino]-N-[(1S)-1-formyl-3-methyl-butyl]pentanediamide|CHEMBL265252|CHEBI:212642|(2S)-2-[[(2S)-4-amino-2-[[(3R)-3-hydroxydodecanoyl]amino]-4-oxobutanoyl]amino]-N-[(2S)-4-methyl-1-oxopentan-2-yl]pentanediamide|N2-[(3R)-3-Hydroxydodecanoyl]-L-asparaginyl-N1-[(2S)-4-methyl-1-oxopentan-2-yl]-L-glutamamide

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

Standard InChI:  InChI=1S/C27H49N5O7/c1-4-5-6-7-8-9-10-11-20(34)15-25(37)31-22(16-24(29)36)27(39)32-21(12-13-23(28)35)26(38)30-19(17-33)14-18(2)3/h17-22,34H,4-16H2,1-3H3,(H2,28,35)(H2,29,36)(H,30,38)(H,31,37)(H,32,39)/t19-,20+,21-,22-/m0/s1

Standard InChI Key:  MFXAGCQVWGPEJH-LRSLUSHPSA-N

Alternative Forms

1. Parent:

   

   ALA265252

   FELLUTAMIDE B

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 555.72

Molecular Weight (Monoisotopic): 555.3632

AlogP: 0.72

#Rotatable Bonds: 23

Polar Surface Area: 210.78

Molecular Species: NEUTRAL

HBA: 7

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.97

CX Basic pKa: ┄

CX LogP: 0.12

CX LogD: 0.12

Aromatic Rings: ┄

Heavy Atoms: 39

QED Weighted: 0.08

Np Likeness Score: 0.74

References

1. Schneekloth JS, Sanders JL, Hines J, Crews CM..  (2006)  Neurotrophic peptide aldehydes: solid phase synthesis of fellutamide B and a simplified analog.,  16  (14): [PMID:16697191] [10.1016/j.bmcl.2006.04.029]

Source

Source(1):

• Scientific Literature