(S)-methyl 2-((3S,14S,15S,E)-7,14-dimethyl-11-methylene-15-((R)-14-methylpentadecan-2-yl)-2,5,8,13-tetraoxo-1-oxa-4,7,12-triazacyclopentadec-9-en-3-yl)-2-hydroxyacetate

ID: ALA3775684

Chembl Id: CHEMBL3775684

PubChem CID: 127032054

Max Phase: Preclinical

Molecular Formula: C33H55N3O8

Molecular Weight: 621.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1/C=C/C(=O)N(C)CC(=O)N[C@@H]([C@H](O)C(=O)OC)C(=O)O[C@@H]([C@H](C)CCCCCCCCCCCC(C)C)[C@H](C)C(=O)N1

Standard InChI:  InChI=1S/C33H55N3O8/c1-22(2)17-15-13-11-9-8-10-12-14-16-18-23(3)30-25(5)31(40)34-24(4)19-20-27(38)36(6)21-26(37)35-28(32(41)44-30)29(39)33(42)43-7/h19-20,22-23,25,28-30,39H,4,8-18,21H2,1-3,5-7H3,(H,34,40)(H,35,37)/b20-19+/t23-,25+,28+,29+,30+/m1/s1

Standard InChI Key:  LJLRUDBDCOSZHZ-KWANZQSKSA-N

Alternative Forms

1. Parent:

   

   ALA3775684

   ---

Molecule Features

Natural Product: No

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: 621.82

Molecular Weight (Monoisotopic): 621.3989

AlogP: 3.79

#Rotatable Bonds: 15

Polar Surface Area: 151.34

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.59

CX Basic pKa: ┄

CX LogP: 4.49

CX LogD: 4.49

Aromatic Rings: ┄

Heavy Atoms: 44

QED Weighted: 0.18

Np Likeness Score: 1.08

References

1. Sang F, Ding Y, Wang J, Sun B, Sun J, Geng Y, Zhang Z, Ding K, Wu LL, Liu JW, Bai C, Yang G, Zhang Q, Li LY, Chen Y..  (2016)  Structure-Activity Relationship Study of Rakicidins: Overcoming Chronic Myeloid Leukemia Resistance to Imatinib with 4-Methylester-Rakicidin A.,  59  (3): [PMID:26814890] [10.1021/acs.jmedchem.5b01841]

2. Wang J, Kuang B, Guo X, Liu J, Ding Y, Li J, Jiang S, Liu Y, Bai F, Li L, Zhang Q, Zhu XY, Xia B, Li CQ, Wang L, Yang G, Chen Y..  (2017)  Total Syntheses and Biological Activities of Vinylamycin Analogues.,  60  (3): [PMID:28075592] [10.1021/acs.jmedchem.6b01745]

3. Chen J, Li J, Wu L, Geng Y, Yu J, Chong C, Wang M, Gao Y, Bai C, Ding Y, Chen Y, Zhang Q..  (2018)  Syntheses and anti-pancreatic cancer activities of rakicidin A analogues.,  151  [PMID:29656202] [10.1016/j.ejmech.2018.03.078]

Source

Source(1):

• Scientific Literature