ID: ALA5291340

Max Phase: Preclinical

Molecular Formula: C22H25BrN2O4

Molecular Weight: 461.36

Representations

Canonical SMILES:  C/C=C1/CN2CC[C@@]34c5cc(O)c(Br)cc5N(C)[C@]35OC[C@@]4(C(=O)OC)[C@H]1C[C@H]25

Standard InChI:  InChI=1S/C22H25BrN2O4/c1-4-12-10-25-6-5-21-14-7-17(26)15(23)9-16(14)24(2)22(21)18(25)8-13(12)20(21,11-29-22)19(27)28-3/h4,7,9,13,18,26H,5-6,8,10-11H2,1-3H3/b12-4-/t13-,18-,20-,21-,22+/m0/s1

Standard InChI Key:  UPIPYHXXEKEQBW-ZLUQDIKLSA-N

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

Properties

Molecular Weight: 461.36

Molecular Weight (Monoisotopic): 460.0998

AlogP: 2.78

#Rotatable Bonds: 1

Polar Surface Area: 62.24

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.75

CX Basic pKa: 7.04

CX LogP: 3.20

CX LogD: 3.14

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.51

Np Likeness Score: 2.30

References

1. Hennessy MR, Gutridge AM, French AR, Rhoda ES, Meqbil YJ, Gill M, Kashyap Y, Appourchaux K, Paul B, Wang ZJ, van Rijn RM, Riley AP..  (2023)  Modified Akuamma Alkaloids with Increased Potency at the Mu-opioid Receptor.,  66  (5): [PMID:36827198] [10.1021/acs.jmedchem.2c01707]

Source

Source(1):

• Scientific Literature