ID: ALA321523

Max Phase: Preclinical

Molecular Formula: C44H55NO6

Molecular Weight: 693.93

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=C(C)[C@H]1C(=O)c2c3c(cc4c5c(n1c24)[C@@]1(C)[C@@H](CC[C@H]2[C@](C)(/C=C/C=C(\C)C(=O)OC)[C@@H](O)CC[C@@]21C)C5)C1=CC(C)(C)OC(C)(C)[C@H]1[C@@H]3O

Standard InChI:  InChI=1S/C44H55NO6/c1-22(2)34-37(48)32-31-25(28-21-40(4,5)51-41(6,7)33(28)36(31)47)20-26-27-19-24-14-15-29-42(8,17-12-13-23(3)39(49)50-11)30(46)16-18-43(29,9)44(24,10)38(27)45(34)35(26)32/h12-13,17,20-21,24,29-30,33-34,36,46-47H,1,14-16,18-19H2,2-11H3/b17-12+,23-13+/t24-,29-,30-,33+,34-,36+,42-,43-,44+/m0/s1

Standard InChI Key:  GXQVUYCPGXDGED-MVCWHVMQSA-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: 693.93

Molecular Weight (Monoisotopic): 693.4029

AlogP: 8.27

#Rotatable Bonds: 4

Polar Surface Area: 97.99

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.36

CX Basic pKa:

CX LogP: 6.98

CX LogD: 6.93

Aromatic Rings: 2

Heavy Atoms: 51

QED Weighted: 0.14

Np Likeness Score: 2.99

References

1. Ondeyka JG, Dahl-Roshak AM, Tkacz JS, Zink DL, Zakson-Aiken M, Shoop WL, Goetz MA, Singh SB..  (2002)  Nodulisporic acid B, B1, and B2: a series of 1'-deoxy-nodulisporic acids from Nodulisporium sp.,  12  (20): [PMID:12270179] [10.1016/s0960-894x(02)00621-2]

2. Singh SB, Ondeyka JG, Jayasuriya H, Zink DL, Ha SN, Dahl-Roshak A, Greene J, Kim JA, Smith MM, Shoop W, Tkacz JS..  (2004)  Nodulisporic acids D-F: structure, biological activities, and biogenetic relationships.,  67  (9): [PMID:15387649] [10.1021/np0498455]

Source

Source(1):

• Scientific Literature