NPASS drugs

Drug Information

Drug ID:	NPD5481
Drug Name:	XR-1500
Molecular Formula:	C23H22N2O3
Canonical SMILES:	COc1ccc(cc1)/C=c/1 c(O)/c(=C/c2ccccc2)/n(c1=O)CC1CC1
Standard InCHI:	InChI=1S/C23H22N2O3/c1-28-19-11-9-17(10-12-19)13-20-23(27)25(15-18-7-8-18)21(22(26)24-20)14-16-5-3-2-4-6-16/h2-6,9-14,18H,7-8,15H2,1H3,(H,24,26)/b20-13-,21-14-
Standard InCHIKey:	RGENGXJJBHZRKG-NMGXZBPKSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5481

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	129
0.1-0.2	1139
0.2-0.3	5538
0.3-0.4	6972
0.4-0.5	5168
0.5-0.6	10742
0.6-0.7	1131
0.7-0.8	66
0.8-0.85	2
0.85-0.9	1
0.9-0.95	2
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
High Similarity	0.9259	NPC29650
High Similarity	0.9191	NPC138365
High Similarity	0.8881	NPC9373
Intermediate Similarity	0.8201	NPC218323
Intermediate Similarity	0.806	NPC258992
Intermediate Similarity	0.7737	NPC323948
Intermediate Similarity	0.7721	NPC303370
Intermediate Similarity	0.7698	NPC41801
Intermediate Similarity	0.7547	NPC287757
Intermediate Similarity	0.7547	NPC319320
Intermediate Similarity	0.7531	NPC254700
Intermediate Similarity	0.75	NPC266425
Intermediate Similarity	0.75	NPC256369
Intermediate Similarity	0.7436	NPC324081
Intermediate Similarity	0.7432	NPC471953
Intermediate Similarity	0.7426	NPC166837
Intermediate Similarity	0.7394	NPC83279
Intermediate Similarity	0.7376	NPC43275
Intermediate Similarity	0.7368	NPC231572
Intermediate Similarity	0.7368	NPC476989
Intermediate Similarity	0.7324	NPC263835
Intermediate Similarity	0.732	NPC212850
Intermediate Similarity	0.732	NPC83289
Intermediate Similarity	0.732	NPC189724
Intermediate Similarity	0.7315	NPC274732
Intermediate Similarity	0.7261	NPC245974
Intermediate Similarity	0.7244	NPC247298
Intermediate Similarity	0.7241	NPC211218
Intermediate Similarity	0.7195	NPC289776
Intermediate Similarity	0.7195	NPC133470
Intermediate Similarity	0.7195	NPC191863
Intermediate Similarity	0.7192	NPC62101
Intermediate Similarity	0.7192	NPC95733
Intermediate Similarity	0.719	NPC470707
Intermediate Similarity	0.719	NPC214036
Intermediate Similarity	0.719	NPC113236
Intermediate Similarity	0.7179	NPC473804
Intermediate Similarity	0.7143	NPC29477
Intermediate Similarity	0.7143	NPC476249
Intermediate Similarity	0.7134	NPC16188
Intermediate Similarity	0.7134	NPC119569
Intermediate Similarity	0.7133	NPC257390
Intermediate Similarity	0.7126	NPC315542
Intermediate Similarity	0.7124	NPC313694
Intermediate Similarity	0.7124	NPC77992
Intermediate Similarity	0.7124	NPC242159
Intermediate Similarity	0.7115	NPC266741
Intermediate Similarity	0.7114	NPC283079
Intermediate Similarity	0.7107	NPC473491
Intermediate Similarity	0.7083	NPC321133
Intermediate Similarity	0.708	NPC146530
Intermediate Similarity	0.7078	NPC193528
Intermediate Similarity	0.707	NPC81026
Intermediate Similarity	0.7063	NPC233702
Intermediate Similarity	0.7063	NPC220698
Intermediate Similarity	0.7059	NPC255817
Intermediate Similarity	0.7059	NPC136330
Intermediate Similarity	0.7059	NPC230698
Intermediate Similarity	0.7059	NPC164608
Intermediate Similarity	0.7059	NPC73883
Intermediate Similarity	0.7059	NPC196609
Intermediate Similarity	0.7059	NPC277042
Intermediate Similarity	0.7059	NPC205178
Intermediate Similarity	0.7059	NPC251454
Intermediate Similarity	0.7048	NPC472923
Intermediate Similarity	0.7047	NPC186898
Intermediate Similarity	0.7044	NPC296085
Intermediate Similarity	0.7039	NPC169766
Intermediate Similarity	0.7013	NPC307682
Intermediate Similarity	0.7013	NPC99078
Intermediate Similarity	0.7	NPC248670
Remote Similarity	0.6994	NPC32064
Remote Similarity	0.6993	NPC94280
Remote Similarity	0.6993	NPC159150
Remote Similarity	0.6993	NPC103947
Remote Similarity	0.6993	NPC328419
Remote Similarity	0.6993	NPC193673
Remote Similarity	0.6993	NPC167096
Remote Similarity	0.6993	NPC45783
Remote Similarity	0.698	NPC301713
Remote Similarity	0.6975	NPC39431
Remote Similarity	0.6974	NPC118419
Remote Similarity	0.6972	NPC37302
Remote Similarity	0.6968	NPC220923
Remote Similarity	0.6968	NPC252107
Remote Similarity	0.6964	NPC473502
Remote Similarity	0.6959	NPC158277
Remote Similarity	0.6959	NPC279871
Remote Similarity	0.6954	NPC200555
Remote Similarity	0.6954	NPC196026
Remote Similarity	0.6948	NPC237227
Remote Similarity	0.6948	NPC96406
Remote Similarity	0.6937	NPC71629
Remote Similarity	0.6933	NPC251571
Remote Similarity	0.6923	NPC186617
Remote Similarity	0.6923	NPC82963
Remote Similarity	0.6918	NPC473050
Remote Similarity	0.6918	NPC473051
Remote Similarity	0.6914	NPC202198
Remote Similarity	0.6903	NPC145446
Remote Similarity	0.6903	NPC137172
Remote Similarity	0.6887	NPC155838
Remote Similarity	0.6882	NPC196091
Remote Similarity	0.6882	NPC471568
Remote Similarity	0.6882	NPC473693
Remote Similarity	0.6875	NPC38458
Remote Similarity	0.6875	NPC311737
Remote Similarity	0.6875	NPC189908
Remote Similarity	0.6863	NPC217574
Remote Similarity	0.6859	NPC95366
Remote Similarity	0.6859	NPC248505
Remote Similarity	0.6842	NPC35961
Remote Similarity	0.6842	NPC195749
Remote Similarity	0.6842	NPC52029
Remote Similarity	0.6842	NPC120251
Remote Similarity	0.6839	NPC269750
Remote Similarity	0.6839	NPC11147
Remote Similarity	0.6839	NPC194671
Remote Similarity	0.6836	NPC138083
Remote Similarity	0.6832	NPC132771
Remote Similarity	0.6829	NPC476268
Remote Similarity	0.6828	NPC311357
Remote Similarity	0.6826	NPC231862
Remote Similarity	0.6824	NPC315388
Remote Similarity	0.6824	NPC471315
Remote Similarity	0.6824	NPC471314
Remote Similarity	0.6813	NPC244338
Remote Similarity	0.681	NPC182119
Remote Similarity	0.6807	NPC244336
Remote Similarity	0.6806	NPC19290
Remote Similarity	0.6798	NPC276120
Remote Similarity	0.6795	NPC469808
Remote Similarity	0.6788	NPC2518
Remote Similarity	0.6783	NPC118202
Remote Similarity	0.6779	NPC307020
Remote Similarity	0.6779	NPC255253
Remote Similarity	0.6778	NPC174629
Remote Similarity	0.6774	NPC303993
Remote Similarity	0.6774	NPC473360
Remote Similarity	0.6768	NPC478189
Remote Similarity	0.6766	NPC301163
Remote Similarity	0.6765	NPC107938
Remote Similarity	0.6765	NPC294516
Remote Similarity	0.6765	NPC314861
Remote Similarity	0.6759	NPC280001
Remote Similarity	0.6755	NPC251466
Remote Similarity	0.6753	NPC214869
Remote Similarity	0.6753	NPC470392
Remote Similarity	0.6752	NPC471316
Remote Similarity	0.6748	NPC153644
Remote Similarity	0.674	NPC473378
Remote Similarity	0.674	NPC473407
Remote Similarity	0.6733	NPC171372
Remote Similarity	0.6732	NPC470706
Remote Similarity	0.6731	NPC13826
Remote Similarity	0.6731	NPC209195
Remote Similarity	0.6727	NPC256689
Remote Similarity	0.6727	NPC123011
Remote Similarity	0.6714	NPC201959
Remote Similarity	0.6714	NPC24101
Remote Similarity	0.6714	NPC309982
Remote Similarity	0.6714	NPC96224
Remote Similarity	0.6711	NPC172403
Remote Similarity	0.671	NPC132308
Remote Similarity	0.6707	NPC262166
Remote Similarity	0.6705	NPC474881
Remote Similarity	0.6705	NPC473748
Remote Similarity	0.6691	NPC113457
Remote Similarity	0.6691	NPC326447
Remote Similarity	0.6689	NPC246133
Remote Similarity	0.6689	NPC182147
Remote Similarity	0.6689	NPC170583
Remote Similarity	0.6689	NPC207541
Remote Similarity	0.6689	NPC152186
Remote Similarity	0.6689	NPC71105
Remote Similarity	0.6688	NPC114102
Remote Similarity	0.6688	NPC45191
Remote Similarity	0.6687	NPC471073
Remote Similarity	0.6687	NPC270811
Remote Similarity	0.6687	NPC476580
Remote Similarity	0.6686	NPC57105
Remote Similarity	0.6686	NPC40234
Remote Similarity	0.6685	NPC29531
Remote Similarity	0.6685	NPC294951
Remote Similarity	0.6685	NPC471048
Remote Similarity	0.6685	NPC174122
Remote Similarity	0.6685	NPC471050
Remote Similarity	0.6685	NPC64140
Remote Similarity	0.6685	NPC471049
Remote Similarity	0.6667	NPC329731
Remote Similarity	0.6667	NPC469243
Remote Similarity	0.6667	NPC274441
Remote Similarity	0.6667	NPC475544
Remote Similarity	0.6667	NPC175298
Remote Similarity	0.6667	NPC470441
Remote Similarity	0.6648	NPC475421
Remote Similarity	0.6648	NPC181905
Remote Similarity	0.6648	NPC477526
Remote Similarity	0.6647	NPC212699
Remote Similarity	0.6647	NPC89831

Drug Structure

NPD5481 OpenBabel08211708292D 29 32 0 0 0 0 0 0 0 0999 V2000 -6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 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 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -0.8660 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 -4.3301 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 -5.1962 -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 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 0.8660 -2.5000 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 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 -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 -1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 28 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 16 2 0 0 0 0 6 16 1 0 0 0 0 7 8 1 0 0 0 0 7 18 1 0 0 0 0 8 18 1 0 0 0 0 9 11 1 0 0 0 0 9 17 2 0 0 0 0 10 12 2 0 0 0 0 10 17 1 0 0 0 0 11 19 2 0 0 0 0 12 19 1 0 0 0 0 13 17 1 0 0 0 0 13 20 2 0 0 0 0 14 16 1 0 0 0 0 14 21 2 0 0 0 0 15 18 1 0 0 0 0 15 25 1 0 0 0 0 19 28 1 0 0 0 0 20 23 1 0 0 0 0 20 24 1 0 0 0 0 21 22 1 0 0 0 0 21 25 1 0 0 0 0 22 24 2 0 0 0 0 22 26 1 0 0 0 0 23 25 1 0 0 0 0 23 27 2 0 0 0 0 26 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005121
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	374.16
ALogP	-0.5095
MLogP	3.44
XLogP	6.387
HDA	4
HBD	1
Rotatable Bonds	7
TPSA	62.13
RO5 Violation	1