(S)-tert-butyl 4-((((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)(prop-2-ynyl)amino)-2-(tert-butoxycarbonylamino)butanoate

ID: ALA1093967

PubChem CID: 46884805

Max Phase: Preclinical

Molecular Formula: C29H43N7O7

Molecular Weight: 601.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCN(CC[C@H](NC(=O)OC(C)(C)C)C(=O)OC(C)(C)C)C[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@@H]2OC(C)(C)O[C@@H]21

Standard InChI:  InChI=1S/C29H43N7O7/c1-10-12-35(13-11-17(25(37)42-27(2,3)4)34-26(38)43-28(5,6)7)14-18-20-21(41-29(8,9)40-20)24(39-18)36-16-33-19-22(30)31-15-32-23(19)36/h1,15-18,20-21,24H,11-14H2,2-9H3,(H,34,38)(H2,30,31,32)/t17-,18+,20+,21+,24+/m0/s1

Standard InChI Key:  BGKWNACYCQMLGB-XCPBYIKRSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1093967

   tert-butyl (2S)-4-[[(3aR,4R,6R,6aR)-4-(6-aminopurin-9-yl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methyl-prop-2-ynylamino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoate

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: 601.71

Molecular Weight (Monoisotopic): 601.3224

AlogP: 2.39

#Rotatable Bonds: 9

Polar Surface Area: 165.18

Molecular Species: NEUTRAL

HBA: 13

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.20

CX Basic pKa: 7.26

CX LogP: 2.19

CX LogD: 1.96

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.32

Np Likeness Score: -0.10

References

1. Dowden J, Hong W, Parry RV, Pike RA, Ward SG..  (2010)  Toward the development of potent and selective bisubstrate inhibitors of protein arginine methyltransferases.,  20  (7): [PMID:20219369] [10.1016/j.bmcl.2010.02.069]

Source

Source(1):

• Scientific Literature