(S)-4-Methylcarbamoyl-4-[2-((S)-2-tetradecyl-hexadecanoylamino)-3-(3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-propionylamino]-butyric acid

ID: ALA3349526

Chembl Id: CHEMBL3349526

PubChem CID: 118718417

Max Phase: Preclinical

Molecular Formula: C45H85N3O10

Molecular Weight: 828.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCC(CCCCCCCCCCCCCC)C(=O)N[C@@H](CO[C@@H]1O[C@@H](C)[C@@H](O)[C@H](O)[C@@H]1O)C(=O)N[C@@H](CCC(=O)O)C(=O)NC

Standard InChI:  InChI=1S/C45H85N3O10/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-35(30-28-26-24-22-20-18-16-14-12-10-8-6-2)42(54)48-37(33-57-45-41(53)40(52)39(51)34(3)58-45)44(56)47-36(43(55)46-4)31-32-38(49)50/h34-37,39-41,45,51-53H,5-33H2,1-4H3,(H,46,55)(H,47,56)(H,48,54)(H,49,50)/t34-,36-,37-,39+,40-,41-,45+/m0/s1

Standard InChI Key:  AMQIBXWOWKDTLX-LRMCMVEDSA-N

Alternative Forms

1. Parent:

   

   ALA3349526

   ---

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: 828.19

Molecular Weight (Monoisotopic): 827.6235

AlogP: 7.21

#Rotatable Bonds: 37

Polar Surface Area: 203.75

Molecular Species: ACID

HBA: 9

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 3.94

CX Basic pKa: ┄

CX LogP: 8.80

CX LogD: 5.61

Aromatic Rings: ┄

Heavy Atoms: 58

QED Weighted: 0.03

Np Likeness Score: 0.64

References

1. Fukunaga K, Tsukida T, Moriyama H, Kondo H..  (2001)  Drug design, synthesis, and evaluation of a non-sugar-based selectin antagonist.,  11  (17): [PMID:11527732] [10.1016/s0960-894x(01)00430-9]

2. Tsukida T, Hiramatsu Y, Tsujishita H, Kiyoi T, Yoshida M, Kurokawa K, Moriyama H, Ohmoto H, Wada Y, Saito T, Kondo H..  (1997)  Studies on selection blockers. 5. Design, synthesis, and biological profile of sialyl Lewis x mimetics based on modified serine-glutamic acid dipeptides.,  40  (22): [PMID:9357520] [10.1021/jm970262k]

Source

Source(1):

• Scientific Literature