NPASS drugs

Drug Information

Drug ID:	NPD5722
Drug Name:	HT-90B
Molecular Formula:	C23H32N2O3
Canonical SMILES:	Cc1cccc2c1OC(CNCCN=C(C13CC4CC(C3)CC(C1)C4)O)CO2
Standard InCHI:	InChI=1S/C23H32N2O3/c1-15-3-2-4-20-21(15)28-19(14-27-20)13-24-5-6-25-22(26)23-10-16-7-17(11-23)9-18(8-16)12-23/h2-4,16-19,24H,5-14H2,1H3,(H,25,26)
Standard InCHIKey:	QKQSDPQVNKEJPX-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5722

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	152
0.1-0.2	1010
0.2-0.3	2843
0.3-0.4	9217
0.4-0.5	4456
0.5-0.6	9513
0.6-0.7	3608
0.7-0.8	91
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
Intermediate Similarity	0.7792	NPC231163
Intermediate Similarity	0.7792	NPC318591
Intermediate Similarity	0.7697	NPC97870
Intermediate Similarity	0.7697	NPC307123
Intermediate Similarity	0.7697	NPC247018
Intermediate Similarity	0.7651	NPC136112
Intermediate Similarity	0.7651	NPC141739
Intermediate Similarity	0.7427	NPC90984
Intermediate Similarity	0.7421	NPC323204
Intermediate Similarity	0.7417	NPC320242
Intermediate Similarity	0.7371	NPC329969
Intermediate Similarity	0.7362	NPC277857
Intermediate Similarity	0.7362	NPC115144
Intermediate Similarity	0.7257	NPC475215
Intermediate Similarity	0.7257	NPC108434
Intermediate Similarity	0.7251	NPC50380
Intermediate Similarity	0.7251	NPC179250
Intermediate Similarity	0.7244	NPC153019
Intermediate Similarity	0.7212	NPC471032
Intermediate Similarity	0.7212	NPC470935
Intermediate Similarity	0.7209	NPC124433
Intermediate Similarity	0.7209	NPC293871
Intermediate Similarity	0.7209	NPC475393
Intermediate Similarity	0.7202	NPC477564
Intermediate Similarity	0.7202	NPC2295
Intermediate Similarity	0.72	NPC476751
Intermediate Similarity	0.7197	NPC27578
Intermediate Similarity	0.7197	NPC289624
Intermediate Similarity	0.7178	NPC247298
Intermediate Similarity	0.7161	NPC47288
Intermediate Similarity	0.716	NPC222039
Intermediate Similarity	0.716	NPC100478
Intermediate Similarity	0.7152	NPC211352
Intermediate Similarity	0.7143	NPC189724
Intermediate Similarity	0.7143	NPC83289
Intermediate Similarity	0.7143	NPC477838
Intermediate Similarity	0.7143	NPC212850
Intermediate Similarity	0.7143	NPC477837
Intermediate Similarity	0.7126	NPC124657
Intermediate Similarity	0.7118	NPC323443
Intermediate Similarity	0.7118	NPC180756
Intermediate Similarity	0.7105	NPC298486
Intermediate Similarity	0.7102	NPC164608
Intermediate Similarity	0.7097	NPC191302
Intermediate Similarity	0.7093	NPC158900
Intermediate Similarity	0.7091	NPC245974
Intermediate Similarity	0.7081	NPC299583
Intermediate Similarity	0.707	NPC114102
Intermediate Similarity	0.7066	NPC60538
Intermediate Similarity	0.7066	NPC207824
Intermediate Similarity	0.7066	NPC212142
Intermediate Similarity	0.7065	NPC48490
Intermediate Similarity	0.7065	NPC274661
Intermediate Similarity	0.7065	NPC82457
Intermediate Similarity	0.7065	NPC175890
Intermediate Similarity	0.7065	NPC11296
Intermediate Similarity	0.7063	NPC42793
Intermediate Similarity	0.7063	NPC167944
Intermediate Similarity	0.7063	NPC231884
Intermediate Similarity	0.7056	NPC243454
Intermediate Similarity	0.7056	NPC475479
Intermediate Similarity	0.7049	NPC124626
Intermediate Similarity	0.7043	NPC256124
Intermediate Similarity	0.7039	NPC475839
Intermediate Similarity	0.7035	NPC22014
Intermediate Similarity	0.7032	NPC17837
Intermediate Similarity	0.7032	NPC156854
Intermediate Similarity	0.7032	NPC304630
Intermediate Similarity	0.7032	NPC134431
Intermediate Similarity	0.7032	NPC301713
Intermediate Similarity	0.7029	NPC81247
Intermediate Similarity	0.7029	NPC35627
Intermediate Similarity	0.7029	NPC476573
Intermediate Similarity	0.7027	NPC60295
Intermediate Similarity	0.7027	NPC191132
Intermediate Similarity	0.7025	NPC474200
Intermediate Similarity	0.7025	NPC274732
Intermediate Similarity	0.7019	NPC160607
Intermediate Similarity	0.7019	NPC14600
Intermediate Similarity	0.7019	NPC312770
Intermediate Similarity	0.7019	NPC204848
Intermediate Similarity	0.7019	NPC41473
Intermediate Similarity	0.7018	NPC126519
Intermediate Similarity	0.7018	NPC170503
Intermediate Similarity	0.7018	NPC203784
Intermediate Similarity	0.7017	NPC239584
Intermediate Similarity	0.7013	NPC248557
Intermediate Similarity	0.7012	NPC186033
Intermediate Similarity	0.7012	NPC323126
Intermediate Similarity	0.7	NPC478085
Intermediate Similarity	0.7	NPC325860
Remote Similarity	0.6994	NPC204546
Remote Similarity	0.6988	NPC307205
Remote Similarity	0.6987	NPC186898
Remote Similarity	0.6982	NPC195561
Remote Similarity	0.6982	NPC477612
Remote Similarity	0.6982	NPC277669
Remote Similarity	0.6982	NPC158784
Remote Similarity	0.6982	NPC76213
Remote Similarity	0.6982	NPC474560
Remote Similarity	0.6981	NPC189482
Remote Similarity	0.6981	NPC230219
Remote Similarity	0.6978	NPC138083
Remote Similarity	0.6977	NPC129603
Remote Similarity	0.6971	NPC284183
Remote Similarity	0.6971	NPC4138
Remote Similarity	0.6971	NPC121275
Remote Similarity	0.6959	NPC80129
Remote Similarity	0.6959	NPC187022
Remote Similarity	0.6954	NPC474320
Remote Similarity	0.6951	NPC35216
Remote Similarity	0.6948	NPC328267
Remote Similarity	0.6946	NPC476151
Remote Similarity	0.6944	NPC32064
Remote Similarity	0.6943	NPC271808
Remote Similarity	0.6943	NPC201069
Remote Similarity	0.6943	NPC147247
Remote Similarity	0.6943	NPC155838
Remote Similarity	0.6943	NPC246974
Remote Similarity	0.6941	NPC275027
Remote Similarity	0.6941	NPC2745
Remote Similarity	0.6941	NPC302915
Remote Similarity	0.694	NPC276120
Remote Similarity	0.6937	NPC26394
Remote Similarity	0.6937	NPC218530
Remote Similarity	0.6937	NPC263064
Remote Similarity	0.6937	NPC227719
Remote Similarity	0.6935	NPC475754
Remote Similarity	0.6933	NPC260842
Remote Similarity	0.6933	NPC19869
Remote Similarity	0.6932	NPC256012
Remote Similarity	0.6932	NPC240841
Remote Similarity	0.6932	NPC42549
Remote Similarity	0.6932	NPC317272
Remote Similarity	0.6932	NPC250846
Remote Similarity	0.6932	NPC268503
Remote Similarity	0.6928	NPC127389
Remote Similarity	0.6928	NPC5462
Remote Similarity	0.6928	NPC290451
Remote Similarity	0.6928	NPC211992
Remote Similarity	0.6928	NPC327623
Remote Similarity	0.6923	NPC305847
Remote Similarity	0.6923	NPC211561
Remote Similarity	0.6919	NPC25084
Remote Similarity	0.6919	NPC247639
Remote Similarity	0.6918	NPC471953
Remote Similarity	0.6918	NPC214869
Remote Similarity	0.6914	NPC218614
Remote Similarity	0.6914	NPC193528
Remote Similarity	0.6901	NPC157783
Remote Similarity	0.6901	NPC233926
Remote Similarity	0.6899	NPC195749
Remote Similarity	0.6899	NPC52029
Remote Similarity	0.6899	NPC210655
Remote Similarity	0.6899	NPC35961
Remote Similarity	0.6894	NPC141023
Remote Similarity	0.6894	NPC264956
Remote Similarity	0.6894	NPC187616
Remote Similarity	0.6894	NPC49603
Remote Similarity	0.6894	NPC193026
Remote Similarity	0.6894	NPC317380
Remote Similarity	0.689	NPC275150
Remote Similarity	0.689	NPC76312
Remote Similarity	0.689	NPC22317
Remote Similarity	0.689	NPC473049
Remote Similarity	0.689	NPC472794
Remote Similarity	0.6887	NPC474214
Remote Similarity	0.6887	NPC474040
Remote Similarity	0.6886	NPC90645
Remote Similarity	0.6885	NPC302449
Remote Similarity	0.6885	NPC275132
Remote Similarity	0.6883	NPC471314
Remote Similarity	0.6883	NPC471315
Remote Similarity	0.6883	NPC71090
Remote Similarity	0.6879	NPC153990
Remote Similarity	0.6879	NPC41331
Remote Similarity	0.6879	NPC291449
Remote Similarity	0.6879	NPC65490
Remote Similarity	0.6879	NPC148014
Remote Similarity	0.6879	NPC315707
Remote Similarity	0.6879	NPC98745
Remote Similarity	0.6879	NPC157740
Remote Similarity	0.6879	NPC99798
Remote Similarity	0.6879	NPC186889
Remote Similarity	0.6879	NPC78359
Remote Similarity	0.6879	NPC40389
Remote Similarity	0.6878	NPC234318
Remote Similarity	0.6875	NPC6854
Remote Similarity	0.6875	NPC285078
Remote Similarity	0.6875	NPC313737
Remote Similarity	0.6875	NPC169743
Remote Similarity	0.6871	NPC211549
Remote Similarity	0.6868	NPC267408
Remote Similarity	0.6864	NPC103379
Remote Similarity	0.6864	NPC473876
Remote Similarity	0.6864	NPC477565
Remote Similarity	0.6864	NPC281549
Remote Similarity	0.6864	NPC182119
Remote Similarity	0.686	NPC150670
Remote Similarity	0.6859	NPC242728

Drug Structure

NPD5722 OpenBabel08211708292D 30 34 0 0 1 0 0 0 0 0999 V2000 0.0000 -1.6423 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1335 -1.2318 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4223 -1.6423 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1335 -0.4106 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8329 1.5323 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6541 1.5323 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5343 2.1575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9333 2.1516 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5657 4.0457 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1258 0.7198 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4371 2.3413 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1364 2.5867 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7112 1.2318 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7112 1.2318 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7112 -1.2318 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2450 1.0319 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -5.6489 3.0249 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -5.0203 3.0460 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.0000 0.8212 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.4223 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7112 -0.4106 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8858 0.8212 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2964 1.5323 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.4223 0.8212 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.0646 0.8212 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.2964 0.1100 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4223 0.8212 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8329 0.1100 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1176 0.1100 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 15 1 0 0 0 0 4 20 2 0 0 0 0 5 6 1 0 0 0 0 5 24 1 0 0 0 0 6 25 1 0 0 0 0 7 16 1 0 0 0 0 7 17 1 0 0 0 0 8 16 1 0 0 0 0 8 18 1 0 0 0 0 9 17 1 0 0 0 0 9 18 1 0 0 0 0 10 16 1 0 0 0 0 10 23 1 0 0 0 0 11 17 1 0 0 0 0 11 23 1 0 0 0 0 12 18 1 0 0 0 0 12 23 1 0 0 0 0 13 19 1 0 0 0 0 13 24 1 0 0 0 0 14 19 1 0 0 0 0 14 27 1 0 0 0 0 15 21 2 0 0 0 0 19 28 1 0 0 0 0 20 21 1 0 0 0 0 20 27 1 0 0 0 0 21 28 1 0 0 0 0 22 23 1 0 0 0 0 22 25 2 3 0 0 0 22 26 1 0 0 0 0 24 29 1 0 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006811
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	384.24
ALogP	-0.5337
MLogP	3.44
XLogP	4.337
HDA	3
HBD	2
Rotatable Bonds	8
TPSA	63.08
RO5 Violation	0