ID: ALA3754066

Max Phase: Preclinical

Molecular Formula: C28H44N2O5

Molecular Weight: 488.67

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@@H]1C[C@H](C)C[C@H](C)[C@@H](O)CC(=O)O[C@H]([C@@H]2CCC[C@H]2C(N)=O)C/C=C/C=C(/C#N)[C@H](O)[C@@H](C)C1

Standard InChI:  InChI=1S/C28H44N2O5/c1-17-12-18(2)14-20(4)27(33)21(16-29)8-5-6-11-25(22-9-7-10-23(22)28(30)34)35-26(32)15-24(31)19(3)13-17/h5-6,8,17-20,22-25,27,31,33H,7,9-15H2,1-4H3,(H2,30,34)/b6-5+,21-8-/t17-,18+,19-,20-,22+,23+,24-,25-,27+/m0/s1

Standard InChI Key:  IOHLCKBCGGSSCP-UGKRXNSESA-N

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

Properties

Molecular Weight: 488.67

Molecular Weight (Monoisotopic): 488.3250

AlogP: 4.04

#Rotatable Bonds: 2

Polar Surface Area: 133.64

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.70

CX Basic pKa:

CX LogP: 3.85

CX LogD: 3.85

Aromatic Rings: 0

Heavy Atoms: 35

QED Weighted: 0.50

Np Likeness Score: 1.30

References

1. Sidhu A, Miller JR, Tripathi A, Garshott DM, Brownell AL, Chiego DJ, Arevang C, Zeng Q, Jackson LC, Bechler SA, Callaghan MU, Yoo GH, Sethi S, Lin HS, Callaghan JH, Tamayo-Castillo G, Sherman DH, Kaufman RJ, Fribley AM..  (2015)  Borrelidin Induces the Unfolded Protein Response in Oral Cancer Cells and Chop-Dependent Apoptosis.,  6  (11): [PMID:26617965] [10.1021/acsmedchemlett.5b00133]

Source

Source(1):

• Scientific Literature