N-(4-bromobenzyl)-dregamine

ID: ALA4763368

PubChem CID: 162660060

Max Phase: Preclinical

Molecular Formula: C28H31BrN2O3

Molecular Weight: 523.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@H]1CN(C)[C@H]2Cc3c(n(Cc4ccc(Br)cc4)c4ccccc34)C(=O)C[C@H]1C2C(=O)OC

Standard InChI:  InChI=1S/C28H31BrN2O3/c1-4-18-16-30(2)24-13-22-20-7-5-6-8-23(20)31(15-17-9-11-19(29)12-10-17)27(22)25(32)14-21(18)26(24)28(33)34-3/h5-12,18,21,24,26H,4,13-16H2,1-3H3/t18-,21+,24-,26?/m0/s1

Standard InChI Key:  LZIRBAZFTXMLCS-AQZUQCMCSA-N

Molfile:  

 
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   17.2167  -19.0501    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4763368

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 523.47

Molecular Weight (Monoisotopic): 522.1518

AlogP: 5.33

#Rotatable Bonds: 4

Polar Surface Area: 51.54

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 7.58

CX LogP: 5.38

CX LogD: 4.98

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.43

Np Likeness Score: 0.43

References

1. Cardoso DSP,Kincses A,Nové M,Spengler G,Mulhovo S,Aires-de-Sousa J,Dos Santos DJVA,Ferreira MU.  (2021)  Alkylated monoterpene indole alkaloid derivatives as potent P-glycoprotein inhibitors in resistant cancer cells.,  210  [PMID:33189435] [10.1016/j.ejmech.2020.112985]

Source

Source(1):

• Scientific Literature