(6S,9S,12S,15S,18S)-1-amino-12-benzyl-9-(hydroxymethyl)-1-imino-15-isobutyl-18-isopropyl-7,10,13,16-tetraoxo-6-((S)-pyrrolidine-2-carboxamido)-2,8,11,14,17-pentaazanonadecan-19-oic acid

ID: ALA5266466

Max Phase: Preclinical

Molecular Formula: C34H55N9O8

Molecular Weight: 717.87

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CO)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]1CCCN1)C(=O)N[C@H](C(=O)O)C(C)C

Standard InChI:  InChI=1S/C34H55N9O8/c1-19(2)16-24(31(48)43-27(20(3)4)33(50)51)40-30(47)25(17-21-10-6-5-7-11-21)41-32(49)26(18-44)42-29(46)23(13-9-15-38-34(35)36)39-28(45)22-12-8-14-37-22/h5-7,10-11,19-20,22-27,37,44H,8-9,12-18H2,1-4H3,(H,39,45)(H,40,47)(H,41,49)(H,42,46)(H,43,48)(H,50,51)(H4,35,36,38)/t22-,23-,24-,25-,26-,27-/m0/s1

Standard InChI Key:  AIWZZYKBYSFAHD-QCOJBMJGSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5266466

   ---

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: 717.87

Molecular Weight (Monoisotopic): 717.4174

AlogP: -1.55

#Rotatable Bonds: 21

Polar Surface Area: 276.96

Molecular Species: ZWITTERION

HBA: 9

HBD: 11

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.05

CX Basic pKa: 11.48

CX LogP: -2.71

CX LogD: -4.64

Aromatic Rings: 1

Heavy Atoms: 51

QED Weighted: 0.04

Np Likeness Score: 0.20

References

1. Dai XJ, Liu Y, Xue LP, Xiong XP, Zhou Y, Zheng YC, Liu HM..  (2021)  Reversible Lysine Specific Demethylase 1 (LSD1) Inhibitors: A Promising Wrench to Impair LSD1.,  64  (5.0): [PMID:33619958] [10.1021/acs.jmedchem.0c02176]

Source

Source(1):

• Scientific Literature