(S)-2-(2-(3-tert-butyl-5-methyl-7-oxo-7H-furo[3,2-g]chromen-6-yl)acetamido)-3-(5-hydroxy-1H-indol-3-yl)propanoic acid

ID: ALA598785

PubChem CID: 1784865

Max Phase: Preclinical

Molecular Formula: C29H28N2O7

Molecular Weight: 516.55

Molecule Type: Small molecule

Names and Identifiers

Synonyms: ZINC 02129857 | CHEMBL598785|ZINC 02129857|BDBM50481414

Canonical SMILES:  Cc1c(CC(=O)N[C@@H](Cc2c[nH]c3ccc(O)cc23)C(=O)O)c(=O)oc2cc3occ(C(C)(C)C)c3cc12

Standard InChI:  InChI=1S/C29H28N2O7/c1-14-17-9-20-21(29(2,3)4)13-37-24(20)11-25(17)38-28(36)18(14)10-26(33)31-23(27(34)35)7-15-12-30-22-6-5-16(32)8-19(15)22/h5-6,8-9,11-13,23,30,32H,7,10H2,1-4H3,(H,31,33)(H,34,35)/t23-/m0/s1

Standard InChI Key:  VQVMCKTVRYRYFK-QHCPKHFHSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA598785

   (2S)-2-[[2-(3-tert-butyl-5-methyl-7-oxofuro[3,2-g]chromen-6-yl)acetyl]amino]-3-(5-hydroxy-1H-indol-3-yl)propanoic acid

Molecule Features

Natural Product: Yes

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: 516.55

Molecular Weight (Monoisotopic): 516.1897

AlogP: 4.69

#Rotatable Bonds: 6

Polar Surface Area: 145.77

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.46

CX Basic pKa: ┄

CX LogP: 4.22

CX LogD: 0.83

Aromatic Rings: 5

Heavy Atoms: 38

QED Weighted: 0.24

Np Likeness Score: -0.07

References

1. Podvinec M, Lim SP, Schmidt T, Scarsi M, Wen D, Sonntag LS, Sanschagrin P, Shenkin PS, Schwede T..  (2010)  Novel inhibitors of dengue virus methyltransferase: discovery by in vitro-driven virtual screening on a desktop computer grid.,  53  (4): [PMID:20108931] [10.1021/jm900776m]

Source

Source(1):

• Scientific Literature