Disparamide B

ID: ALA5174462

PubChem CID: 168271587

Max Phase: Preclinical

Molecular Formula: C24H26Br2N10O2

Molecular Weight: 646.35

Names and Identifiers

Canonical SMILES:  CC(c1[nH]c(=N)[nH]c1/C=C/CNC(=O)c1ccc[nH]1)c1[nH]c(=N)[nH]c1/C=C/CNC(=O)c1cc(Br)c(Br)[nH]1

Standard InChI:  InChI=1S/C24H26Br2N10O2/c1-12(18-14(33-23(27)35-18)5-2-9-30-21(37)16-7-4-8-29-16)19-15(34-24(28)36-19)6-3-10-31-22(38)17-11-13(25)20(26)32-17/h2-8,11-12,29,32H,9-10H2,1H3,(H,30,37)(H,31,38)(H3,27,33,35)(H3,28,34,36)/b5-2+,6-3+

Standard InChI Key:  YNPOZWSQEXCJRR-BUSIMMOISA-N

Molfile:  

 
     RDKit          2D

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   -3.1041    3.9970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0369    3.0463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4368    0.3934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2750   -1.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7355   -3.0096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7461   -4.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3656   -4.3900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3871   -3.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0788   -3.9503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8654   -4.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0417   -4.7901    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8758   -3.7367    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.4488   -5.3304    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  5  6  1  0
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  7  9  1  0
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 30 31  1  0
 30 32  2  0
 33 31  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 31  1  0
 34 37  1  0
 35 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5174462

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 646.35

Molecular Weight (Monoisotopic): 644.0607

AlogP: 3.18

#Rotatable Bonds: 10

Polar Surface Area: 200.64

Molecular Species: BASE

HBA: 4

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.90

CX Basic pKa: 14.77

CX LogP: 0.51

CX LogD: -3.89

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.13

Np Likeness Score: 0.26

References

1. Freire VF, Gubiani JR, Spencer TM, Hajdu E, Ferreira AG, Ferreira DAS, de Castro Levatti EV, Burdette JE, Camargo CH, Tempone AG, Berlinck RGS..  (2022)  Feature-Based Molecular Networking Discovery of Bromopyrrole Alkaloids from the Marine Sponge Agelas dispar.,  85  (5.0): [PMID:35427139] [10.1021/acs.jnatprod.2c00094]

Source

Source(1):

• Scientific Literature