ID: ALA3277916

Max Phase: Preclinical

Molecular Formula: C40H61N11O12S2

Molecular Weight: 952.13

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC[C@H](C)[C@@H]1NC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)CCSSC[C@@H](C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)NCC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(N)=O)NC1=O

Standard InChI:  InChI=1S/C40H61N11O12S2/c1-5-21(4)34-40(63)48-24(10-11-29(41)53)37(60)49-27(16-30(42)54)38(61)50-28(36(59)45-18-33(57)47-25(14-20(2)3)35(58)44-17-31(43)55)19-65-64-13-12-32(56)46-26(39(62)51-34)15-22-6-8-23(52)9-7-22/h6-9,20-21,24-28,34,52H,5,10-19H2,1-4H3,(H2,41,53)(H2,42,54)(H2,43,55)(H,44,58)(H,45,59)(H,46,56)(H,47,57)(H,48,63)(H,49,60)(H,50,61)(H,51,62)/t21-,24-,25-,26-,27-,28-,34-/m0/s1

Standard InChI Key:  BFSFGBPLZATHKC-FNRQIBBHSA-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: 952.13

Molecular Weight (Monoisotopic): 951.3943

AlogP: -3.42

#Rotatable Bonds: 18

Polar Surface Area: 382.30

Molecular Species: NEUTRAL

HBA: 14

HBD: 12

#RO5 Violations: 3

HBA (Lipinski): 23

HBD (Lipinski): 15

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.50

CX Basic pKa:

CX LogP: -4.65

CX LogD: -4.65

Aromatic Rings: 1

Heavy Atoms: 65

QED Weighted: 0.06

Np Likeness Score: 0.60

References

1. Walter R, Smith CW, Roy J, Formento A..  (1976)  Oxytocin analogues with combined high smooth muscle and negligible antidiuretic activities. Investigation of position 7 in neurohypophyseal hormones.,  19  (6): [PMID:985884] [10.1021/jm00228a017]

2. Adachi Y, Sakimura K, Shimizu Y, Nakayama M, Terao Y, Yano T, Asami T..  (2017)  Potent and selective oxytocin receptor agonists without disulfide bridges.,  27  (11): [PMID:28438540] [10.1016/j.bmcl.2017.04.030]

Source

Source(1):

• Scientific Literature