Phosphoric acid benzyl ester 6-methyl-5,13-dioxo-5,6,11,13-tetrahydro-11a-aza-dibenzo[b,h]fluoren-1-yl ester

ID: ALA2009105

Cas Number: 114517-04-3

PubChem CID: 71328

Max Phase: Phase

Molecular Formula: C28H22NO6P

Molecular Weight: 499.46

Molecule Type: Small molecule

Names and Identifiers

Synonyms: GR 63178K | GR-63178K | Fosquidone|114517-02-1|GR 63178K|GR63178A|GR-63178A|FD6QP9BP8U|GR-63178K|NSC 611615|Fosquidone; GR 63178K; GR 63178X|114517-04-3|Fosquidona|Fosquidonum|benzyl (14-methyl-8,13-dioxo-5,8,13,14-tetrahydrobenzo[5,6]isoindolo[2,1-b]isoquinolin-9-yl) hydrogen phosphate|Fosquidonum [INN-Latin]|UNII-FD6QP9BP8U|Fosquidona [INN-Spanish]|Fosquidone [USAN:INN:BAN]|FOSQUIDONE [INN]|Fosquidone (USAN/INN)|FOSQUIDONE [USAN]|SCHEMBL3897|benzyl 14-methyl-8,13-dioxo-5,8,13,14-tetrahydrobenzShow More⌵

Canonical SMILES:  CC1c2ccccc2Cn2cc3c(c21)C(=O)c1cccc(OP(=O)(O)OCc2ccccc2)c1C3=O

Standard InChI:  InChI=1S/C28H22NO6P/c1-17-20-11-6-5-10-19(20)14-29-15-22-25(26(17)29)27(30)21-12-7-13-23(24(21)28(22)31)35-36(32,33)34-16-18-8-3-2-4-9-18/h2-13,15,17H,14,16H2,1H3,(H,32,33)

Standard InChI Key:  UXTSQCOOUJTIAC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.8708   -3.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6167   -4.0083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7583   -4.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2500   -2.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0583   -2.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.1792   -4.6958    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3750   -4.5250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9000   -3.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  1  0
  3  1  2  0
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 33 32  1  0
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 35 31  1  0
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  8  4  1  0
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 16 14  1  0
 25 12  2  0
 33 28  2  0
 36 35  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2009105

   FOSQUIDONE

2. Alternative Forms:

   

   ALA2009105

   Phosphoric acid, mono(phenylmethyl) mono(5,8,13,14-tetrahydro-14-methyl-8,13-dioxobenz[5,6]isoindolo[2,1-b]isoquinolin-9-yl) ester, sodium salt (9CI)

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: 499.46

Molecular Weight (Monoisotopic): 499.1185

AlogP: 5.47

#Rotatable Bonds: 5

Polar Surface Area: 94.83

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.32

CX Basic pKa: ┄

CX LogP: 5.34

CX LogD: 2.96

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.32

Np Likeness Score: 0.31

References

1. Roldós V, Carbajo RJ, Schott AK, Pineda-Lucena A, Ochoa-Callejero L, Martínez A, Ramos A, de Pascual-Teresa B..  (2012)  Identification of first proadrenomedullin N-terminal 20 peptide (PAMP) modulator by means of virtual screening and NMR interaction experiments.,  55  [PMID:22884224] [10.1016/j.ejmech.2012.07.031]

2. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

Source

Source(2):

• Scientific Literature
• USP Dictionary of USAN and International Drug Names