A201A

ID: ALA100042

Chembl Id: CHEMBL100042

PubChem CID: 44332012

Max Phase: Preclinical

Molecular Formula: C37H50N6O14

Molecular Weight: 802.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/C(CO[C@H]1O[C@H](C)[C@@H](OC)[C@H](OC)[C@@H]1O)=C1\O[C@@H](Oc2ccc(/C=C(\C)C(=O)NC3C(O)[C@H](n4cnc5c(N(C)C)ncnc54)O[C@@H]3CO)cc2)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C37H50N6O14/c1-17(34(49)41-23-21(13-44)56-35(25(23)45)43-16-40-24-32(42(3)4)38-15-39-33(24)43)12-19-8-10-20(11-9-19)55-37-27(47)26(46)30(57-37)22(50-5)14-53-36-28(48)31(52-7)29(51-6)18(2)54-36/h8-12,15-16,18,21,23,25-29,31,35-37,44-48H,13-14H2,1-7H3,(H,41,49)/b17-12+,30-22-/t18-,21-,23?,25?,26+,27+,28+,29-,31-,35-,36+,37-/m1/s1

Standard InChI Key:  HELPZWNRUYNCJQ-LDAKLULBSA-N

Alternative Forms

1. Parent:

   

   ALA100042

   (E)-3-[4-[(2R,3S,4S,5Z)-3,4-dihydroxy-5-[2-[(2S,3S,4R,5R,6R)-3-hydroxy-4,5-dimethoxy-6-methyloxan-2-yl]oxy-1-methoxyethylidene]oxolan-2-yl]oxyphenyl]-N-[(2S,5R)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-2-methylprop-2-enamide

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: 802.84

Molecular Weight (Monoisotopic): 802.3385

AlogP: -0.80

#Rotatable Bonds: 14

Polar Surface Area: 250.93

Molecular Species: NEUTRAL

HBA: 19

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.88

CX Basic pKa: 4.62

CX LogP: -0.67

CX LogD: -0.67

Aromatic Rings: 3

Heavy Atoms: 57

QED Weighted: 0.09

Np Likeness Score: 0.83

References

1. Hecker SJ, Lilley SC, Minich ML, Werner KM.  (1993)  Application of hygromycin a structure activity relationships to the antibiotic A201A.,  3  (2): [10.1016/S0960-894X(01)80896-9]

Source

Source(1):

• Scientific Literature