N,N'-(1,4-Phenylenebismethylene)bis{(2'S)-2'-amino-4'-[5''-deoxy-5''-(methylamino)-adenosyl]butanamide}

ID: ALA1939712

Chembl Id: CHEMBL1939712

PubChem CID: 57400687

Max Phase: Preclinical

Molecular Formula: C38H54N16O8

Molecular Weight: 862.95

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(CC[C@H](N)C(=O)NCc1ccc(CNC(=O)[C@@H](N)CCN(C)C[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)cc1)C[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C38H54N16O8/c1-51(13-23-27(55)29(57)37(61-23)53-17-49-25-31(41)45-15-47-33(25)53)9-7-21(39)35(59)43-11-19-3-5-20(6-4-19)12-44-36(60)22(40)8-10-52(2)14-24-28(56)30(58)38(62-24)54-18-50-26-32(42)46-16-48-34(26)54/h3-6,15-18,21-24,27-30,37-38,55-58H,7-14,39-40H2,1-2H3,(H,43,59)(H,44,60)(H2,41,45,47)(H2,42,46,48)/t21-,22-,23+,24+,27+,28+,29+,30+,37+,38+/m0/s1

Standard InChI Key:  WTGSTDTXFPUWFR-NMWQYKIOSA-N

Alternative Forms

1. Parent:

   

   ALA1939712

   (2S)-2-amino-N-[[4-[[[(2S)-2-amino-4-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl-methylamino]butanoyl]amino]methyl]phenyl]methyl]-4-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl-methylamino]butanamide

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: 862.95

Molecular Weight (Monoisotopic): 862.4311

AlogP: -3.70

#Rotatable Bonds: 18

Polar Surface Area: 355.34

Molecular Species: BASE

HBA: 22

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 24

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.17

CX Basic pKa: 8.69

CX LogP: -4.55

CX LogD: -6.64

Aromatic Rings: 5

Heavy Atoms: 62

QED Weighted: 0.04

Np Likeness Score: 0.05

References

1. Joce C, White R, Stockley PG, Warriner S, Turnbull WB, Nelson A..  (2012)  Design, synthesis and in vitro evaluation of novel bivalent S-adenosylmethionine analogues.,  22  (1): [PMID:22137339] [10.1016/j.bmcl.2011.11.017]

Source

Source(1):

• Scientific Literature