(9S)-9-Dihydro-9,11-O-isopropylidene-5-O-((1-(2-(Nmethylcarbamoylguanidino)ethyl)-1H-1,2,3-triazol-4-yl)-methyl)erythronolide A

ID: ALA3577612

Chembl Id: CHEMBL3577612

PubChem CID: 122177895

Max Phase: Preclinical

Molecular Formula: C33H59N7O8

Molecular Weight: 681.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H]1OC(=O)[C@H](C)[C@@H](O)[C@H](C)[C@@H](OCc2cn(CCNC(=N)NC(=O)NC)nn2)[C@](C)(O)C[C@@H](C)[C@@H]2OC(C)(C)O[C@H]([C@H]2C)C1(C)C

Standard InChI:  InChI=1S/C33H59N7O8/c1-12-23-31(6,7)26-21(5)25(47-32(8,9)48-26)18(2)15-33(10,44)27(19(3)24(41)20(4)28(42)46-23)45-17-22-16-40(39-38-22)14-13-36-29(34)37-30(43)35-11/h16,18-21,23-27,41,44H,12-15,17H2,1-11H3,(H4,34,35,36,37,43)/t18-,19+,20-,21+,23-,24+,25+,26-,27-,33-/m1/s1

Standard InChI Key:  YNFDGMMVZZRXGY-SBCHPKJVSA-N

Alternative Forms

1. Parent:

   

   ALA3577612

   ---

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: 681.88

Molecular Weight (Monoisotopic): 681.4425

AlogP: 2.54

#Rotatable Bonds: 7

Polar Surface Area: 202.17

Molecular Species: BASE

HBA: 12

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.39

CX Basic pKa: 9.46

CX LogP: 2.29

CX LogD: 0.51

Aromatic Rings: 1

Heavy Atoms: 48

QED Weighted: 0.14

Np Likeness Score: 0.62

References

1. Sugawara A, Maita N, Gouda H, Yamamoto T, Hirose T, Kimura S, Saito Y, Nakano H, Kasai T, Nakano H, Shiomi K, Hirono S, Watanabe T, Taniguchi H, Omura S, Sunazuka T..  (2015)  Creation of Customized Bioactivity within a 14-Membered Macrolide Scaffold: Design, Synthesis, and Biological Evaluation Using a Family-18 Chitinase.,  58  (12): [PMID:26030312] [10.1021/acs.jmedchem.5b00175]

Source

Source(1):

• Scientific Literature