ID: ALA444678

Max Phase: Preclinical

Molecular Formula: C41H59N7O9

Molecular Weight: 793.96

Molecule Type: Small molecule

Representations

Synonyms (1): Anabaenopeptin J
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)N[C@@H]1CCCCNC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](C)N(C)C(=O)[C@H](CCc2ccc(O)cc2)NC(=O)[C@H](C(C)C)NC1=O)C(=O)O

Standard InChI:  InChI=1S/C41H59N7O9/c1-7-25(4)34(40(55)56)47-41(57)45-30-15-11-12-22-42-36(51)32(23-28-13-9-8-10-14-28)44-35(50)26(5)48(6)39(54)31(21-18-27-16-19-29(49)20-17-27)43-38(53)33(24(2)3)46-37(30)52/h8-10,13-14,16-17,19-20,24-26,30-34,49H,7,11-12,15,18,21-23H2,1-6H3,(H,42,51)(H,43,53)(H,44,50)(H,46,52)(H,55,56)(H2,45,47,57)/t25-,26-,30+,31-,32-,33-,34-/m0/s1

Standard InChI Key:  QRBPBHIXDXCIEN-IYLLGVDMSA-N

Molecule Features

Natural Product: Yes

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: 793.96

Molecular Weight (Monoisotopic): 793.4374

AlogP: 1.99

#Rotatable Bonds: 11

Polar Surface Area: 235.37

Molecular Species: ACID

HBA: 8

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.88

CX Basic pKa:

CX LogP: 2.84

CX LogD: -0.39

Aromatic Rings: 2

Heavy Atoms: 57

QED Weighted: 0.17

Np Likeness Score: 0.64

References

1. Murakami M, Suzuki S, Itou Y, Kodani S, Ishida K..  (2000)  New anabaenopeptins, potent carboxypeptidase-A inhibitors from the cyanobacterium Aphanizomenon flos-aquae.,  63  (9): [PMID:11000037] [10.1021/np000120k]

2. Phan CS, Mehjabin JJ, Anas ARJ, Hayasaka M, Onoki R, Wang J, Umezawa T, Washio K, Morikawa M, Okino T..  (2022)  Nostosin G and Spiroidesin B from the Cyanobacterium Dolichospermum sp. NIES-1697.,  85  (8.0): [PMID:35948062] [10.1021/acs.jnatprod.2c00382]

Source

Source(1):

• Scientific Literature