5-(3-(2-(3-(4-(2-(6-amino-9-((2R,3R,4S,5S)-5-(ethylcarbamoyl)-3,4-dihydroxytetrahydrofuran-2-yl)-9H-purin-2-ylamino)ethyl)phenyl)propanamido)ethyl)thioureido)-2-(6-hydroxy-3-oxo-9,9a-dihydro-3H-xanthen-9-yl)benzoate

ID: ALA2413102

Chembl Id: CHEMBL2413102

PubChem CID: 73346040

Max Phase: Preclinical

Molecular Formula: C46H48N10O10S

Molecular Weight: 933.02

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCNC(=O)[C@H]1O[C@@H](n2cnc3c(N)nc(NCCc4ccc(CCC(=O)NCCNC(=S)Nc5ccc(C6c7ccc(O)cc7OC7=CC(=O)C=CC76)c(C(=O)O)c5)cc4)nc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C46H48N10O10S/c1-2-48-42(62)39-37(60)38(61)43(66-39)56-22-52-36-40(47)54-45(55-41(36)56)50-16-15-24-5-3-23(4-6-24)7-14-34(59)49-17-18-51-46(67)53-25-8-11-28(31(19-25)44(63)64)35-29-12-9-26(57)20-32(29)65-33-21-27(58)10-13-30(33)35/h3-6,8-13,19-22,29,35,37-39,43,58,60-61H,2,7,14-18H2,1H3,(H,48,62)(H,49,59)(H,63,64)(H2,51,53,67)(H3,47,50,54,55)/t29?,35?,37-,38+,39-,43+/m0/s1

Standard InChI Key:  QXTYOWVSGPRAFP-JOVQWEDASA-N

Alternative Forms

1. Parent:

   

   ALA2413102

   5-[2-[3-[4-[2-[[6-amino-9-[(2R,3R,4S,5S)-5-(ethylcarbamoyl)-3,4-dihydroxyoxolan-2-yl]purin-2-yl]amino]ethyl]phenyl]propanoylamino]ethylcarbamothioylamino]-2-(3-hydroxy-6-oxo-8a,9-dihydroxanthen-9-yl)benzoic acid

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: 933.02

Molecular Weight (Monoisotopic): 932.3276

AlogP: 2.42

#Rotatable Bonds: 16

Polar Surface Area: 297.43

Molecular Species: ACID

HBA: 16

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.55

CX Basic pKa: 6.61

CX LogP: 0.08

CX LogD: -2.41

Aromatic Rings: 5

Heavy Atoms: 67

QED Weighted: 0.05

Np Likeness Score: -0.03

References

1. Kozma E, Jayasekara PS, Squarcialupi L, Paoletta S, Moro S, Federico S, Spalluto G, Jacobson KA..  (2013)  Fluorescent ligands for adenosine receptors.,  23  (1): [PMID:23200243] [10.1016/j.bmcl.2012.10.112]

Source

Source(1):

• Scientific Literature