NPASS drugs

Drug Information

Drug ID:	NPD5568
Drug Name:	Ralinepag
Molecular Formula:	C23H26ClNO5
Canonical SMILES:	OC(=O)COC[C@@H]1CC[C@H](CC1)COC(=O)N(c1ccc(cc1)Cl)c1ccccc1
Standard InCHI:	InChI=1S/C23H26ClNO5/c24-19-10-12-21(13-11-19)25(20-4-2-1-3-5-20)23(28)30-15-18-8-6-17(7-9-18)14-29-16-22(26)27/h1-5,10-13,17-18H,6-9,14-16H2,(H,26,27)/t17-,18-
Standard InCHIKey:	NPDKXVKJRHPDQT-IYARVYRRSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5568

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	123
0.1-0.2	889
0.2-0.3	4046
0.3-0.4	15628
0.4-0.5	9211
0.5-0.6	985
0.6-0.7	8
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Remote Similarity	0.6536	NPC313352
Remote Similarity	0.6414	NPC228515
Remote Similarity	0.6346	NPC325599
Remote Similarity	0.6258	NPC212799
Remote Similarity	0.6203	NPC287358
Remote Similarity	0.6082	NPC320064
Remote Similarity	0.6082	NPC225319
Remote Similarity	0.6	NPC316582
Remote Similarity	0.5977	NPC477975
Remote Similarity	0.5974	NPC250476
Remote Similarity	0.5971	NPC291610
Remote Similarity	0.5957	NPC313810
Remote Similarity	0.5943	NPC182131
Remote Similarity	0.5935	NPC71933
Remote Similarity	0.5935	NPC239990
Remote Similarity	0.5935	NPC105114
Remote Similarity	0.5935	NPC152850
Remote Similarity	0.5935	NPC89923
Remote Similarity	0.5932	NPC126492
Remote Similarity	0.5926	NPC315051
Remote Similarity	0.5924	NPC231382
Remote Similarity	0.5922	NPC129624
Remote Similarity	0.5912	NPC11149
Remote Similarity	0.5897	NPC101372
Remote Similarity	0.5896	NPC201424
Remote Similarity	0.5894	NPC317564
Remote Similarity	0.589	NPC22082
Remote Similarity	0.589	NPC186284
Remote Similarity	0.5876	NPC469915
Remote Similarity	0.5876	NPC116961
Remote Similarity	0.5873	NPC221687
Remote Similarity	0.5871	NPC136453
Remote Similarity	0.5842	NPC97100
Remote Similarity	0.5842	NPC473375
Remote Similarity	0.5833	NPC469949
Remote Similarity	0.5829	NPC292143
Remote Similarity	0.5829	NPC139506
Remote Similarity	0.5827	NPC75496
Remote Similarity	0.5823	NPC157311
Remote Similarity	0.5819	NPC473484
Remote Similarity	0.581	NPC285622
Remote Similarity	0.5806	NPC472244
Remote Similarity	0.5806	NPC232872
Remote Similarity	0.5806	NPC470343
Remote Similarity	0.5787	NPC477999
Remote Similarity	0.5786	NPC44805
Remote Similarity	0.5786	NPC8761
Remote Similarity	0.5783	NPC311330
Remote Similarity	0.578	NPC113946
Remote Similarity	0.5771	NPC99632
Remote Similarity	0.5771	NPC472120
Remote Similarity	0.5771	NPC85651
Remote Similarity	0.5771	NPC282339
Remote Similarity	0.5771	NPC472101
Remote Similarity	0.5769	NPC475094
Remote Similarity	0.5764	NPC79618
Remote Similarity	0.5764	NPC434
Remote Similarity	0.574	NPC242000
Remote Similarity	0.5738	NPC475685
Remote Similarity	0.5733	NPC125416
Remote Similarity	0.5732	NPC242933
Remote Similarity	0.5723	NPC63370
Remote Similarity	0.5723	NPC36836
Remote Similarity	0.5723	NPC29285
Remote Similarity	0.5723	NPC308197
Remote Similarity	0.5723	NPC314098
Remote Similarity	0.5714	NPC264589
Remote Similarity	0.5714	NPC474058
Remote Similarity	0.5714	NPC315368
Remote Similarity	0.5706	NPC472106
Remote Similarity	0.5698	NPC478076
Remote Similarity	0.5692	NPC471512
Remote Similarity	0.5691	NPC61435
Remote Similarity	0.5691	NPC13367
Remote Similarity	0.5682	NPC199737
Remote Similarity	0.5682	NPC229477
Remote Similarity	0.5682	NPC35510
Remote Similarity	0.5682	NPC253667
Remote Similarity	0.568	NPC254798
Remote Similarity	0.5668	NPC282092
Remote Similarity	0.565	NPC313757
Remote Similarity	0.5649	NPC257490
Remote Similarity	0.5644	NPC68865
Remote Similarity	0.5636	NPC204156
Remote Similarity	0.5635	NPC473743
Remote Similarity	0.5635	NPC177261
Remote Similarity	0.5635	NPC307640
Remote Similarity	0.5635	NPC473880
Remote Similarity	0.5632	NPC129909
Remote Similarity	0.5621	NPC226143
Remote Similarity	0.5617	NPC184437
Remote Similarity	0.5615	NPC52262
Remote Similarity	0.5607	NPC323198
Remote Similarity	0.56	NPC477887

Drug Structure

NPD5568 OpenBabel08211708292D 31 33 0 0 1 0 0 0 0 0999 V2000 -0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 20 2 0 0 0 0 5 20 1 0 0 0 0 6 8 1 0 0 0 0 6 17 1 0 0 0 0 7 9 1 0 0 0 0 7 17 1 0 0 0 0 8 18 1 0 0 0 0 9 18 1 0 0 0 0 10 12 1 0 0 0 0 10 19 2 0 0 0 0 11 13 2 0 0 0 0 11 19 1 0 0 0 0 12 21 2 0 0 0 0 13 21 1 0 0 0 0 14 29 1 0 0 0 0 15 30 1 0 0 0 0 16 22 1 0 0 0 0 16 29 1 0 0 0 0 17 14 1 1 0 0 0 18 15 1 6 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 21 25 1 0 0 0 0 22 26 2 0 0 0 0 22 27 1 0 0 0 0 23 25 1 0 0 0 0 23 28 2 0 0 0 0 23 30 1 0 0 0 0 27 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008410
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	431.15
ALogP	0.498
MLogP	3.22
XLogP	5.872
HDA	6
HBD	1
Rotatable Bonds	12
TPSA	76.07
RO5 Violation	1