NPASS drugs

Drug Information

Drug ID:	NPD3075
Drug Name:
Molecular Formula:	C18H24N2O5S
Canonical SMILES:	COc1ccccc1OCCNCC(c1ccc(c(c1)S(=O)(=O)N)C)O
Standard InCHI:	InChI=1S/C18H24N2O5S/c1-13-7-8-14(11-18(13)26(19,22)23)15(21)12-20-9-10-25-17-6-4-3-5-16(17)24-2/h3-8,11,15,20-21H,9-10,12H2,1-2H3,(H2,19,22,23)
Standard InCHIKey:	LVEXHFZHOIWIIP-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3075

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	140
0.1-0.2	1079
0.2-0.3	4621
0.3-0.4	8891
0.4-0.5	5224
0.5-0.6	9083
0.6-0.7	1823
0.7-0.8	27
0.8-0.85	0
0.85-0.9	2
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
High Similarity	0.8774	NPC206372
High Similarity	0.8774	NPC203424
Intermediate Similarity	0.7312	NPC318591
Intermediate Similarity	0.7312	NPC231163
Intermediate Similarity	0.7284	NPC204546
Intermediate Similarity	0.7273	NPC136112
Intermediate Similarity	0.7273	NPC141739
Intermediate Similarity	0.7273	NPC320242
Intermediate Similarity	0.7215	NPC307123
Intermediate Similarity	0.7215	NPC97870
Intermediate Similarity	0.7215	NPC247018
Intermediate Similarity	0.7178	NPC323204
Intermediate Similarity	0.7126	NPC115144
Intermediate Similarity	0.7126	NPC277857
Intermediate Similarity	0.7126	NPC314725
Intermediate Similarity	0.7126	NPC313375
Intermediate Similarity	0.7099	NPC204848
Intermediate Similarity	0.7099	NPC312770
Intermediate Similarity	0.7099	NPC160607
Intermediate Similarity	0.7099	NPC14600
Intermediate Similarity	0.7099	NPC41473
Intermediate Similarity	0.7093	NPC131440
Intermediate Similarity	0.7078	NPC298486
Intermediate Similarity	0.7055	NPC299583
Intermediate Similarity	0.7044	NPC326599
Intermediate Similarity	0.7044	NPC329595
Intermediate Similarity	0.7041	NPC207824
Intermediate Similarity	0.7041	NPC60538
Intermediate Similarity	0.7032	NPC328267
Remote Similarity	0.6994	NPC160931
Remote Similarity	0.6994	NPC193528
Remote Similarity	0.6994	NPC37205
Remote Similarity	0.6989	NPC124433
Remote Similarity	0.6989	NPC293871
Remote Similarity	0.6971	NPC158900
Remote Similarity	0.6959	NPC277669
Remote Similarity	0.6959	NPC76213
Remote Similarity	0.6937	NPC114102
Remote Similarity	0.6932	NPC94292
Remote Similarity	0.6923	NPC13020
Remote Similarity	0.6923	NPC140359
Remote Similarity	0.6909	NPC212850
Remote Similarity	0.6909	NPC189724
Remote Similarity	0.6909	NPC83289
Remote Similarity	0.6903	NPC127389
Remote Similarity	0.6903	NPC290451
Remote Similarity	0.6899	NPC301713
Remote Similarity	0.6894	NPC214869
Remote Similarity	0.6893	NPC233650
Remote Similarity	0.6882	NPC470935
Remote Similarity	0.6882	NPC471032
Remote Similarity	0.6879	NPC477564
Remote Similarity	0.6879	NPC293701
Remote Similarity	0.6879	NPC2295
Remote Similarity	0.6879	NPC94276
Remote Similarity	0.6879	NPC109822
Remote Similarity	0.6879	NPC114901
Remote Similarity	0.6879	NPC48990
Remote Similarity	0.6875	NPC35961
Remote Similarity	0.6875	NPC195749
Remote Similarity	0.6875	NPC52029
Remote Similarity	0.6864	NPC245974
Remote Similarity	0.6863	NPC474214
Remote Similarity	0.6859	NPC71090
Remote Similarity	0.6854	NPC169743
Remote Similarity	0.6854	NPC134858
Remote Similarity	0.6851	NPC108434
Remote Similarity	0.6851	NPC475215
Remote Similarity	0.6839	NPC207613
Remote Similarity	0.6839	NPC150670
Remote Similarity	0.6835	NPC194519
Remote Similarity	0.6829	NPC42793
Remote Similarity	0.6829	NPC231884
Remote Similarity	0.6829	NPC167944
Remote Similarity	0.6818	NPC474320
Remote Similarity	0.6813	NPC155838
Remote Similarity	0.6807	NPC477838
Remote Similarity	0.6807	NPC477837
Remote Similarity	0.6797	NPC120075
Remote Similarity	0.6795	NPC324571
Remote Similarity	0.6795	NPC184651
Remote Similarity	0.6795	NPC343720
Remote Similarity	0.6795	NPC113865
Remote Similarity	0.6795	NPC473853
Remote Similarity	0.6795	NPC312675
Remote Similarity	0.6795	NPC54872
Remote Similarity	0.6795	NPC470212
Remote Similarity	0.6795	NPC262156
Remote Similarity	0.6792	NPC191037
Remote Similarity	0.6792	NPC58607
Remote Similarity	0.6792	NPC178284
Remote Similarity	0.679	NPC118419
Remote Similarity	0.6778	NPC150879
Remote Similarity	0.6778	NPC210140
Remote Similarity	0.6774	NPC263835
Remote Similarity	0.6774	NPC321133
Remote Similarity	0.6772	NPC62101
Remote Similarity	0.6772	NPC95733
Remote Similarity	0.6768	NPC11147
Remote Similarity	0.6765	NPC474652
Remote Similarity	0.6765	NPC474649
Remote Similarity	0.6753	NPC474040
Remote Similarity	0.675	NPC118787
Remote Similarity	0.675	NPC41706
Remote Similarity	0.675	NPC183181
Remote Similarity	0.675	NPC319625
Remote Similarity	0.675	NPC111247
Remote Similarity	0.675	NPC186898
Remote Similarity	0.675	NPC172403
Remote Similarity	0.675	NPC292056
Remote Similarity	0.675	NPC251571
Remote Similarity	0.675	NPC163332
Remote Similarity	0.675	NPC147821
Remote Similarity	0.6746	NPC247298
Remote Similarity	0.674	NPC130921
Remote Similarity	0.673	NPC29477
Remote Similarity	0.6724	NPC114124
Remote Similarity	0.6709	NPC471693
Remote Similarity	0.6709	NPC211218
Remote Similarity	0.6707	NPC59661
Remote Similarity	0.6706	NPC313414
Remote Similarity	0.6706	NPC185838
Remote Similarity	0.6704	NPC475393
Remote Similarity	0.6688	NPC211992
Remote Similarity	0.6688	NPC137096
Remote Similarity	0.6687	NPC476698
Remote Similarity	0.6687	NPC236347
Remote Similarity	0.6687	NPC323775
Remote Similarity	0.6686	NPC246587
Remote Similarity	0.6686	NPC428
Remote Similarity	0.6686	NPC296858
Remote Similarity	0.6686	NPC135538
Remote Similarity	0.6686	NPC147390
Remote Similarity	0.6686	NPC476571
Remote Similarity	0.6686	NPC24233
Remote Similarity	0.6685	NPC329969
Remote Similarity	0.6667	NPC262641
Remote Similarity	0.6667	NPC285339
Remote Similarity	0.6667	NPC210623
Remote Similarity	0.6667	NPC177023
Remote Similarity	0.6667	NPC121275
Remote Similarity	0.6667	NPC5851
Remote Similarity	0.6667	NPC148014
Remote Similarity	0.6667	NPC273295
Remote Similarity	0.6667	NPC3439
Remote Similarity	0.6667	NPC213
Remote Similarity	0.6667	NPC65490
Remote Similarity	0.6667	NPC202582
Remote Similarity	0.6667	NPC222004
Remote Similarity	0.6667	NPC218856
Remote Similarity	0.6667	NPC86030
Remote Similarity	0.6667	NPC190629
Remote Similarity	0.6667	NPC78359
Remote Similarity	0.6667	NPC315707
Remote Similarity	0.6667	NPC40389
Remote Similarity	0.6667	NPC226788
Remote Similarity	0.6667	NPC284183
Remote Similarity	0.6667	NPC4138
Remote Similarity	0.6667	NPC10286
Remote Similarity	0.6667	NPC470258
Remote Similarity	0.6667	NPC129603
Remote Similarity	0.6647	NPC182119
Remote Similarity	0.6647	NPC294249
Remote Similarity	0.6646	NPC153990
Remote Similarity	0.6646	NPC160692
Remote Similarity	0.6646	NPC85488
Remote Similarity	0.6646	NPC474119
Remote Similarity	0.6645	NPC26524
Remote Similarity	0.6645	NPC470626
Remote Similarity	0.663	NPC35627
Remote Similarity	0.663	NPC476573
Remote Similarity	0.663	NPC81247
Remote Similarity	0.6629	NPC92191
Remote Similarity	0.6629	NPC26601
Remote Similarity	0.6629	NPC59028
Remote Similarity	0.6628	NPC179825
Remote Similarity	0.6628	NPC321505
Remote Similarity	0.6628	NPC191376
Remote Similarity	0.6628	NPC476151
Remote Similarity	0.6626	NPC472338
Remote Similarity	0.6625	NPC148627
Remote Similarity	0.6624	NPC318357
Remote Similarity	0.6609	NPC274026
Remote Similarity	0.6606	NPC475840
Remote Similarity	0.6606	NPC26394
Remote Similarity	0.6605	NPC470084
Remote Similarity	0.6605	NPC474178
Remote Similarity	0.6605	NPC72529
Remote Similarity	0.6605	NPC245826
Remote Similarity	0.6605	NPC252307
Remote Similarity	0.6604	NPC31344
Remote Similarity	0.6604	NPC280704
Remote Similarity	0.6604	NPC317769
Remote Similarity	0.6604	NPC255253
Remote Similarity	0.6603	NPC311595
Remote Similarity	0.6603	NPC24474
Remote Similarity	0.6603	NPC43275
Remote Similarity	0.6593	NPC252960
Remote Similarity	0.6592	NPC18402
Remote Similarity	0.6591	NPC233926

Drug Structure

NPD3075 OpenBabel08211702562D 30 31 0 0 1 0 0 0 0 0999 V2000 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 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 -4.3301 1.5000 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 -4.3301 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 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 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 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 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 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 3 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 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 -1.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 O 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 -5.1962 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 24 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 16 2 0 0 0 0 6 17 2 0 0 0 0 7 8 2 0 0 0 0 7 13 1 0 0 0 0 8 14 1 0 0 0 0 9 10 1 0 0 0 0 9 20 1 0 0 0 0 10 25 1 0 0 0 0 11 14 2 0 0 0 0 11 18 1 0 0 0 0 12 15 1 0 0 0 0 12 20 1 0 0 0 0 13 18 2 0 0 0 0 14 15 1 0 0 0 0 15 21 1 0 0 0 0 16 17 1 0 0 0 0 16 24 1 0 0 0 0 17 25 1 0 0 0 0 18 26 1 0 0 0 0 19 26 1 0 0 0 0 19 27 1 0 0 0 0 19 28 1 0 0 0 0 20 29 1 0 0 0 0 21 30 1 0 0 0 0 22 26 2 0 0 0 0 23 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002566
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	380.14
ALogP	-1.3967
MLogP	2.56
XLogP	1.321
HDA	5
HBD	3
Rotatable Bonds	13
TPSA	119.26
RO5 Violation	0