NPASS drugs

Drug Information

Drug ID:	NPD5266
Drug Name:
Molecular Formula:	C22H30N2O6
Canonical SMILES:	COCCN=C(COc1ccc(cc1)OCCNC[C@@H](COc1ccccc1)O)O
Standard InCHI:	InChI=1S/C22H30N2O6/c1-27-13-12-24-22(26)17-30-21-9-7-20(8-10-21)28-14-11-23-15-18(25)16-29-19-5-3-2-4-6-19/h2-10,18,23,25H,11-17H2,1H3,(H,24,26)/t18-/m0/s1
Standard InCHIKey:	RVMBDLSFFNKKLG-SFHVURJKSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5266

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	103
0.1-0.2	1146
0.2-0.3	7579
0.3-0.4	6368
0.4-0.5	7382
0.5-0.6	7620
0.6-0.7	668
0.7-0.8	20
0.8-0.85	4
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
Intermediate Similarity	0.8074	NPC97870
Intermediate Similarity	0.8074	NPC307123
Intermediate Similarity	0.8074	NPC247018
Intermediate Similarity	0.8049	NPC95977
Intermediate Similarity	0.7895	NPC136112
Intermediate Similarity	0.7895	NPC141739
Intermediate Similarity	0.7895	NPC320242
Intermediate Similarity	0.7786	NPC231163
Intermediate Similarity	0.7786	NPC318591
Intermediate Similarity	0.7438	NPC313918
Intermediate Similarity	0.7239	NPC256369
Intermediate Similarity	0.7226	NPC328267
Intermediate Similarity	0.7192	NPC212850
Intermediate Similarity	0.7192	NPC83289
Intermediate Similarity	0.7192	NPC189724
Intermediate Similarity	0.7185	NPC263835
Intermediate Similarity	0.7183	NPC274732
Intermediate Similarity	0.7183	NPC471953
Intermediate Similarity	0.7165	NPC41594
Intermediate Similarity	0.7143	NPC204546
Intermediate Similarity	0.7132	NPC83279
Intermediate Similarity	0.7083	NPC318429
Intermediate Similarity	0.702	NPC245974
Intermediate Similarity	0.7	NPC247298
Remote Similarity	0.6978	NPC211218
Remote Similarity	0.6974	NPC277857
Remote Similarity	0.6974	NPC115144
Remote Similarity	0.6953	NPC17537
Remote Similarity	0.694	NPC303370
Remote Similarity	0.6933	NPC63628
Remote Similarity	0.6933	NPC178466
Remote Similarity	0.6929	NPC62101
Remote Similarity	0.6929	NPC95733
Remote Similarity	0.6923	NPC233926
Remote Similarity	0.6923	NPC156311
Remote Similarity	0.6901	NPC186898
Remote Similarity	0.6866	NPC142319
Remote Similarity	0.6839	NPC47672
Remote Similarity	0.6838	NPC323948
Remote Similarity	0.6824	NPC160607
Remote Similarity	0.6824	NPC204848
Remote Similarity	0.6824	NPC41473
Remote Similarity	0.6824	NPC312770
Remote Similarity	0.6824	NPC14600
Remote Similarity	0.6821	NPC78530
Remote Similarity	0.6818	NPC76412
Remote Similarity	0.68	NPC195814
Remote Similarity	0.6779	NPC299583
Remote Similarity	0.6767	NPC166837
Remote Similarity	0.6763	NPC318357
Remote Similarity	0.6761	NPC29477
Remote Similarity	0.6752	NPC206372
Remote Similarity	0.6752	NPC203424
Remote Similarity	0.6738	NPC255253
Remote Similarity	0.6738	NPC315632
Remote Similarity	0.6733	NPC168861
Remote Similarity	0.6733	NPC477838
Remote Similarity	0.6733	NPC477837
Remote Similarity	0.6711	NPC470472
Remote Similarity	0.671	NPC470935
Remote Similarity	0.671	NPC471032
Remote Similarity	0.6709	NPC56635
Remote Similarity	0.6692	NPC46844
Remote Similarity	0.6691	NPC37302
Remote Similarity	0.6691	NPC41801
Remote Similarity	0.669	NPC35961
Remote Similarity	0.669	NPC195749
Remote Similarity	0.669	NPC52029
Remote Similarity	0.6667	NPC251571
Remote Similarity	0.6667	NPC114659
Remote Similarity	0.6667	NPC139699
Remote Similarity	0.6646	NPC22014
Remote Similarity	0.6644	NPC114102
Remote Similarity	0.6623	NPC313414
Remote Similarity	0.6621	NPC155838
Remote Similarity	0.6621	NPC247146
Remote Similarity	0.6619	NPC163036
Remote Similarity	0.6619	NPC43275
Remote Similarity	0.6599	NPC214869
Remote Similarity	0.6597	NPC301713
Remote Similarity	0.6596	NPC57751
Remote Similarity	0.6591	NPC194034
Remote Similarity	0.6583	NPC23837
Remote Similarity	0.6583	NPC125306
Remote Similarity	0.6581	NPC132771
Remote Similarity	0.6577	NPC470471
Remote Similarity	0.6575	NPC473987
Remote Similarity	0.6573	NPC74478
Remote Similarity	0.6573	NPC109822
Remote Similarity	0.6573	NPC94276
Remote Similarity	0.6573	NPC25817
Remote Similarity	0.6564	NPC254700
Remote Similarity	0.6562	NPC314803
Remote Similarity	0.6562	NPC132725
Remote Similarity	0.6561	NPC258222
Remote Similarity	0.6556	NPC36434
Remote Similarity	0.6549	NPC471314
Remote Similarity	0.6549	NPC71090
Remote Similarity	0.6549	NPC471315
Remote Similarity	0.6547	NPC228907
Remote Similarity	0.6544	NPC26524
Remote Similarity	0.6541	NPC146530
Remote Similarity	0.6538	NPC192596
Remote Similarity	0.6525	NPC276195
Remote Similarity	0.6522	NPC258992
Remote Similarity	0.6522	NPC290470
Remote Similarity	0.6522	NPC154256
Remote Similarity	0.6519	NPC266932
Remote Similarity	0.6513	NPC298821
Remote Similarity	0.651	NPC303993
Remote Similarity	0.6507	NPC471306
Remote Similarity	0.6507	NPC471321
Remote Similarity	0.6507	NPC271808
Remote Similarity	0.6504	NPC157213
Remote Similarity	0.6503	NPC217854
Remote Similarity	0.6503	NPC474130
Remote Similarity	0.65	NPC18249
Remote Similarity	0.65	NPC305700
Remote Similarity	0.65	NPC10221
Remote Similarity	0.65	NPC187028
Remote Similarity	0.65	NPC140915
Remote Similarity	0.65	NPC197741
Remote Similarity	0.6494	NPC135349
Remote Similarity	0.6493	NPC474272
Remote Similarity	0.649	NPC470470
Remote Similarity	0.6486	NPC470392
Remote Similarity	0.6483	NPC191037
Remote Similarity	0.6483	NPC58607
Remote Similarity	0.6483	NPC298845
Remote Similarity	0.6483	NPC178284
Remote Similarity	0.6475	NPC9248
Remote Similarity	0.6471	NPC323204
Remote Similarity	0.6471	NPC123761
Remote Similarity	0.6462	NPC51633
Remote Similarity	0.6458	NPC48990
Remote Similarity	0.6458	NPC221090
Remote Similarity	0.6458	NPC293701
Remote Similarity	0.6458	NPC114901
Remote Similarity	0.6456	NPC182119
Remote Similarity	0.6454	NPC321133
Remote Similarity	0.6452	NPC161155
Remote Similarity	0.6452	NPC97004
Remote Similarity	0.6452	NPC136951
Remote Similarity	0.6449	NPC301321
Remote Similarity	0.6439	NPC470393
Remote Similarity	0.6438	NPC41706
Remote Similarity	0.6438	NPC147821
Remote Similarity	0.6438	NPC319625
Remote Similarity	0.6438	NPC111247
Remote Similarity	0.6438	NPC198798
Remote Similarity	0.6438	NPC37074
Remote Similarity	0.6438	NPC118787
Remote Similarity	0.6438	NPC163332
Remote Similarity	0.6438	NPC183181
Remote Similarity	0.6438	NPC292056
Remote Similarity	0.6434	NPC46586
Remote Similarity	0.6434	NPC307039
Remote Similarity	0.6434	NPC152722
Remote Similarity	0.6434	NPC298486
Remote Similarity	0.6434	NPC204535
Remote Similarity	0.642	NPC160931
Remote Similarity	0.642	NPC37205
Remote Similarity	0.6419	NPC329595
Remote Similarity	0.6419	NPC326599
Remote Similarity	0.6414	NPC194519
Remote Similarity	0.641	NPC97282
Remote Similarity	0.6408	NPC198734
Remote Similarity	0.6408	NPC473875
Remote Similarity	0.6408	NPC469412
Remote Similarity	0.6402	NPC158900
Remote Similarity	0.64	NPC284855
Remote Similarity	0.64	NPC282477
Remote Similarity	0.6398	NPC212699
Remote Similarity	0.6398	NPC207675
Remote Similarity	0.6389	NPC192810
Remote Similarity	0.6382	NPC213471
Remote Similarity	0.6375	NPC474560
Remote Similarity	0.637	NPC171533
Remote Similarity	0.637	NPC469622
Remote Similarity	0.637	NPC189589
Remote Similarity	0.637	NPC233559
Remote Similarity	0.6364	NPC290451
Remote Similarity	0.6364	NPC108875
Remote Similarity	0.6364	NPC127389
Remote Similarity	0.6364	NPC179250
Remote Similarity	0.6364	NPC38079
Remote Similarity	0.6364	NPC50380
Remote Similarity	0.6358	NPC13826
Remote Similarity	0.6358	NPC209195
Remote Similarity	0.6358	NPC138365
Remote Similarity	0.6358	NPC237227
Remote Similarity	0.6358	NPC310854
Remote Similarity	0.6358	NPC87363
Remote Similarity	0.6357	NPC137096
Remote Similarity	0.6357	NPC151617
Remote Similarity	0.6357	NPC76915
Remote Similarity	0.6351	NPC86030
Remote Similarity	0.6351	NPC190629
Remote Similarity	0.6351	NPC226788
Remote Similarity	0.6351	NPC218856

Drug Structure

NPD5266 OpenBabel08211706322D 33 34 0 0 1 0 0 0 0 0999 V2000 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -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 1.7321 0.0000 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 0.8660 0.5000 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 -4.3301 0.5000 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 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -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 6.9282 -1.0000 0.0000 C 0 0 1 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 -1.0000 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 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 19 2 0 0 0 0 6 19 1 0 0 0 0 7 9 1 0 0 0 0 7 20 2 0 0 0 0 8 10 2 0 0 0 0 8 20 1 0 0 0 0 9 21 2 0 0 0 0 10 21 1 0 0 0 0 11 14 1 0 0 0 0 11 23 1 0 0 0 0 12 13 1 0 0 0 0 12 24 1 0 0 0 0 13 27 1 0 0 0 0 14 28 1 0 0 0 0 15 23 1 0 0 0 0 16 18 1 0 0 0 0 16 29 1 0 0 0 0 17 22 1 0 0 0 0 17 30 1 0 0 0 0 18 15 1 6 0 0 0 18 25 1 0 0 0 0 19 29 1 0 0 0 0 20 28 1 0 0 0 0 21 30 1 0 0 0 0 22 24 2 3 0 0 0 22 26 1 0 0 0 0 23 31 1 0 0 0 0 25 32 1 0 0 0 0 26 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001536
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	121877
ChEBI
CAS Number

Drug Properties

Molecular Weight	418.21
ALogP	-1.8832
MLogP	3
XLogP	2.603
HDA	5
HBD	3
Rotatable Bonds	18
TPSA	101.77
RO5 Violation	1