ID: ALA446466

Max Phase: Preclinical

Molecular Formula: C38H61N7O9

Molecular Weight: 759.95

Molecule Type: Small molecule

Representations

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

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)N[C@@H]1CCCCNC(=O)[C@H](CC(C)C)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/C38H61N7O9/c1-9-23(6)31(37(52)53)44-38(54)42-27-12-10-11-19-39-33(48)29(20-21(2)3)41-32(47)24(7)45(8)36(51)28(18-15-25-13-16-26(46)17-14-25)40-35(50)30(22(4)5)43-34(27)49/h13-14,16-17,21-24,27-31,46H,9-12,15,18-20H2,1-8H3,(H,39,48)(H,40,50)(H,41,47)(H,43,49)(H,52,53)(H2,42,44,54)/t23-,24-,27+,28-,29-,30-,31-/m0/s1

Standard InChI Key:  WPCJIMNKFPGERC-HZWZLZKKSA-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: 759.95

Molecular Weight (Monoisotopic): 759.4531

AlogP: 1.80

#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: 2.44

CX LogD: -0.79

Aromatic Rings: 1

Heavy Atoms: 54

QED Weighted: 0.16

Np Likeness Score: 0.71

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