ID: ALA3109445

Max Phase: Preclinical

Molecular Formula: C22H27N5O10

Molecular Weight: 521.48

Molecule Type: Small molecule

Representations

Canonical SMILES:  C/C=C(\C)C(=O)O[C@H]1[C@H](O)[C@@H](C(=O)OC)O[C@@H]2C[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@H]3O[C@]21O

Standard InChI:  InChI=1S/C22H27N5O10/c1-4-8(2)20(30)36-16-12(28)15(21(31)33-3)35-10-5-9-14(37-22(10,16)32)13(29)19(34-9)27-7-26-11-17(23)24-6-25-18(11)27/h4,6-7,9-10,12-16,19,28-29,32H,5H2,1-3H3,(H2,23,24,25)/b8-4+/t9-,10-,12-,13-,14+,15+,16+,19-,22-/m1/s1

Standard InChI Key:  LUHFPLRYWUPHKS-ORBSYVJISA-N

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

Properties

Molecular Weight: 521.48

Molecular Weight (Monoisotopic): 521.1758

AlogP: -1.68

#Rotatable Bonds: 4

Polar Surface Area: 210.60

Molecular Species: NEUTRAL

HBA: 15

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.09

CX Basic pKa: 4.92

CX LogP: -0.37

CX LogD: -0.37

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.26

Np Likeness Score: 2.17

References

1. Chai X, Youn UJ, Sun D, Dai J, Williams P, Kondratyuk TP, Borris RP, Davies J, Villanueva IG, Pezzuto JM, Chang LC..  (2014)  Herbicidin congeners, undecose nucleosides from an organic extract of Streptomyces sp. L-9-10.,  77  (2): [PMID:24533857] [10.1021/np4006635]

2. Chen JJ, Rateb ME, Love MS, Xu Z, Yang D, Zhu X, Huang Y, Zhao LX, Jiang Y, Duan Y, McNamara CW, Shen B..  (2018)  Herbicidins from Streptomyces sp. CB01388 Showing Anti- Cryptosporidium Activity.,  81  (4): [PMID:29469575] [10.1021/acs.jnatprod.7b00850]

Source

Source(1):

• Scientific Literature