(1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-N-((1-(15-oxo-19-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)-4,7,10-trioxa-14-azanonadecyl)-1H-1,2,3-triazol-4-yl)methyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxamide

ID: ALA3753154

Chembl Id: CHEMBL3753154

PubChem CID: 127035160

Max Phase: Preclinical

Molecular Formula: C50H65N7O12S

Molecular Weight: 988.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc([C@@]23Oc4cc(OC)cc(OC)c4[C@]2(O)[C@H](O)[C@H](C(=O)NCc2cn(CCCOCCOCCOCCCNC(=O)CCCC[C@@H]4SC[C@@H]5NC(=O)N[C@@H]54)nn2)[C@H]3c2ccccc2)cc1

Standard InChI:  InChI=1S/C50H65N7O12S/c1-63-35-17-15-33(16-18-35)50-43(32-11-5-4-6-12-32)42(46(59)49(50,62)44-38(65-3)27-36(64-2)28-39(44)69-50)47(60)52-29-34-30-57(56-55-34)20-10-22-67-24-26-68-25-23-66-21-9-19-51-41(58)14-8-7-13-40-45-37(31-70-40)53-48(61)54-45/h4-6,11-12,15-18,27-28,30,37,40,42-43,45-46,59,62H,7-10,13-14,19-26,29,31H2,1-3H3,(H,51,58)(H,52,60)(H2,53,54,61)/t37-,40-,42+,43+,45-,46+,49-,50-/m0/s1

Standard InChI Key:  HMFVNIWNNCYQCG-YDWZFYHYSA-N

Alternative Forms

1. Parent:

   

   ALA3753154

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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: 988.17

Molecular Weight (Monoisotopic): 987.4412

AlogP: 3.54

#Rotatable Bonds: 27

Polar Surface Area: 235.11

Molecular Species: NEUTRAL

HBA: 16

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.60

CX Basic pKa: 0.00

CX LogP: 1.56

CX LogD: 1.56

Aromatic Rings: 4

Heavy Atoms: 70

QED Weighted: 0.04

Np Likeness Score: 0.03

References

1. Chambers JM, Lindqvist LM, Savage GP, Rizzacasa MA..  (2016)  Total synthesis of a biotinylated rocaglate: Selective targeting of the translation factors eIF4AI/II.,  26  (2): [PMID:26718843] [10.1016/j.bmcl.2015.12.045]

Source

Source(1):

• Scientific Literature