NPASS drugs

Drug Information

Drug ID:	NPD5160
Drug Name:	SR-58894A
Molecular Formula:	C22H27NO2
Canonical SMILES:	C=CCc1ccccc1OC[C@H](CN[C@H]1CCCc2c1cccc2)O
Standard InCHI:	InChI=1S/C22H27NO2/c1-2-8-18-10-4-6-14-22(18)25-16-19(24)15-23-21-13-7-11-17-9-3-5-12-20(17)21/h2-6,9-10,12,14,19,21,23-24H,1,7-8,11,13,15-16H2/t19-,21-/m0/s1
Standard InCHIKey:	NHTDRQUZRYNHPD-FPOVZHCZSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5160

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	160
0.1-0.2	1001
0.2-0.3	3952
0.3-0.4	8834
0.4-0.5	3982
0.5-0.6	10548
0.6-0.7	2130
0.7-0.8	276
0.8-0.85	3
0.85-0.9	4
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	0.8857	NPC318591
High Similarity	0.8857	NPC231163
High Similarity	0.8603	NPC136112
High Similarity	0.8603	NPC141739
Intermediate Similarity	0.8333	NPC320242
Intermediate Similarity	0.8	NPC477564
Intermediate Similarity	0.8	NPC2295
Intermediate Similarity	0.7986	NPC97870
Intermediate Similarity	0.7986	NPC307123
Intermediate Similarity	0.7986	NPC247018
Intermediate Similarity	0.7785	NPC203784
Intermediate Similarity	0.7785	NPC126519
Intermediate Similarity	0.7785	NPC170503
Intermediate Similarity	0.7778	NPC476573
Intermediate Similarity	0.7778	NPC35627
Intermediate Similarity	0.7778	NPC81247
Intermediate Similarity	0.7756	NPC277669
Intermediate Similarity	0.7756	NPC76213
Intermediate Similarity	0.7742	NPC207824
Intermediate Similarity	0.7742	NPC60538
Intermediate Similarity	0.7682	NPC204546
Intermediate Similarity	0.7676	NPC328267
Intermediate Similarity	0.7673	NPC29647
Intermediate Similarity	0.763	NPC475754
Intermediate Similarity	0.7628	NPC477565
Intermediate Similarity	0.7628	NPC103379
Intermediate Similarity	0.7625	NPC79328
Intermediate Similarity	0.7613	NPC476151
Intermediate Similarity	0.7588	NPC476575
Intermediate Similarity	0.7588	NPC275132
Intermediate Similarity	0.7561	NPC195392
Intermediate Similarity	0.7546	NPC124433
Intermediate Similarity	0.7546	NPC293871
Intermediate Similarity	0.7545	NPC477020
Intermediate Similarity	0.7545	NPC66341
Intermediate Similarity	0.7545	NPC192135
Intermediate Similarity	0.753	NPC477562
Intermediate Similarity	0.753	NPC69712
Intermediate Similarity	0.753	NPC26240
Intermediate Similarity	0.7485	NPC475215
Intermediate Similarity	0.7485	NPC108434
Intermediate Similarity	0.7483	NPC253429
Intermediate Similarity	0.7471	NPC267408
Intermediate Similarity	0.7455	NPC86144
Intermediate Similarity	0.7455	NPC304659
Intermediate Similarity	0.7439	NPC475393
Intermediate Similarity	0.7439	NPC189470
Intermediate Similarity	0.7431	NPC217277
Intermediate Similarity	0.7425	NPC152212
Intermediate Similarity	0.7423	NPC27410
Intermediate Similarity	0.7423	NPC166014
Intermediate Similarity	0.7421	NPC81733
Intermediate Similarity	0.7421	NPC326316
Intermediate Similarity	0.7419	NPC294249
Intermediate Similarity	0.7396	NPC329969
Intermediate Similarity	0.7394	NPC209377
Intermediate Similarity	0.7391	NPC127674
Intermediate Similarity	0.7391	NPC276588
Intermediate Similarity	0.7391	NPC54379
Intermediate Similarity	0.7391	NPC110416
Intermediate Similarity	0.7391	NPC5238
Intermediate Similarity	0.7391	NPC204828
Intermediate Similarity	0.7391	NPC26524
Intermediate Similarity	0.7391	NPC39701
Intermediate Similarity	0.7391	NPC295691
Intermediate Similarity	0.7391	NPC193949
Intermediate Similarity	0.7391	NPC469817
Intermediate Similarity	0.7391	NPC189266
Intermediate Similarity	0.7391	NPC184026
Intermediate Similarity	0.7391	NPC278799
Intermediate Similarity	0.7391	NPC249797
Intermediate Similarity	0.7391	NPC207757
Intermediate Similarity	0.7391	NPC172765
Intermediate Similarity	0.7391	NPC2413
Intermediate Similarity	0.7389	NPC179825
Intermediate Similarity	0.7389	NPC51957
Intermediate Similarity	0.7389	NPC16107
Intermediate Similarity	0.7389	NPC321505
Intermediate Similarity	0.7389	NPC476144
Intermediate Similarity	0.7389	NPC191376
Intermediate Similarity	0.7389	NPC210437
Intermediate Similarity	0.7389	NPC106295
Intermediate Similarity	0.7386	NPC314682
Intermediate Similarity	0.7372	NPC185838
Intermediate Similarity	0.7368	NPC474507
Intermediate Similarity	0.7362	NPC7393
Intermediate Similarity	0.7353	NPC476577
Intermediate Similarity	0.7353	NPC148709
Intermediate Similarity	0.7353	NPC173416
Intermediate Similarity	0.7349	NPC223077
Intermediate Similarity	0.7349	NPC193853
Intermediate Similarity	0.7349	NPC56887
Intermediate Similarity	0.7346	NPC160931
Intermediate Similarity	0.7346	NPC37205
Intermediate Similarity	0.7342	NPC147390
Intermediate Similarity	0.7342	NPC135538
Intermediate Similarity	0.7342	NPC24233
Intermediate Similarity	0.7342	NPC476571
Intermediate Similarity	0.7342	NPC7467
Intermediate Similarity	0.7342	NPC428
Intermediate Similarity	0.7342	NPC246587
Intermediate Similarity	0.7338	NPC328750
Intermediate Similarity	0.7338	NPC470925
Intermediate Similarity	0.7338	NPC188163
Intermediate Similarity	0.7338	NPC474915
Intermediate Similarity	0.7338	NPC213206
Intermediate Similarity	0.7333	NPC160692
Intermediate Similarity	0.7333	NPC233650
Intermediate Similarity	0.7305	NPC210140
Intermediate Similarity	0.7305	NPC204947
Intermediate Similarity	0.7301	NPC129603
Intermediate Similarity	0.7294	NPC477558
Intermediate Similarity	0.7289	NPC169743
Intermediate Similarity	0.7289	NPC134858
Intermediate Similarity	0.7288	NPC117717
Intermediate Similarity	0.7273	NPC48490
Intermediate Similarity	0.7273	NPC11296
Intermediate Similarity	0.7273	NPC274661
Intermediate Similarity	0.7273	NPC175890
Intermediate Similarity	0.7273	NPC82457
Intermediate Similarity	0.7267	NPC208757
Intermediate Similarity	0.7267	NPC475479
Intermediate Similarity	0.7267	NPC243454
Intermediate Similarity	0.7267	NPC126284
Intermediate Similarity	0.7262	NPC83198
Intermediate Similarity	0.7262	NPC204908
Intermediate Similarity	0.725	NPC274026
Intermediate Similarity	0.7241	NPC135772
Intermediate Similarity	0.7239	NPC147091
Intermediate Similarity	0.7235	NPC2314
Intermediate Similarity	0.7232	NPC60295
Intermediate Similarity	0.7232	NPC191132
Intermediate Similarity	0.7229	NPC1229
Intermediate Similarity	0.7229	NPC324144
Intermediate Similarity	0.7225	NPC312918
Intermediate Similarity	0.7225	NPC155442
Intermediate Similarity	0.7225	NPC476574
Intermediate Similarity	0.7225	NPC477561
Intermediate Similarity	0.7225	NPC239584
Intermediate Similarity	0.7219	NPC6152
Intermediate Similarity	0.7215	NPC245974
Intermediate Similarity	0.7212	NPC18402
Intermediate Similarity	0.7209	NPC294790
Intermediate Similarity	0.7209	NPC118633
Intermediate Similarity	0.7209	NPC148693
Intermediate Similarity	0.7208	NPC211468
Intermediate Similarity	0.7208	NPC170170
Intermediate Similarity	0.7208	NPC219233
Intermediate Similarity	0.7202	NPC306555
Intermediate Similarity	0.7202	NPC117188
Intermediate Similarity	0.7202	NPC205421
Intermediate Similarity	0.7202	NPC158376
Intermediate Similarity	0.7202	NPC145832
Intermediate Similarity	0.7202	NPC150879
Intermediate Similarity	0.7202	NPC81218
Intermediate Similarity	0.7202	NPC474931
Intermediate Similarity	0.7202	NPC12053
Intermediate Similarity	0.7197	NPC247298
Intermediate Similarity	0.7195	NPC40389
Intermediate Similarity	0.7195	NPC148014
Intermediate Similarity	0.7195	NPC476572
Intermediate Similarity	0.7195	NPC78359
Intermediate Similarity	0.7195	NPC65490
Intermediate Similarity	0.7195	NPC315707
Intermediate Similarity	0.7186	NPC136508
Intermediate Similarity	0.7186	NPC477563
Intermediate Similarity	0.7186	NPC121275
Intermediate Similarity	0.7186	NPC284183
Intermediate Similarity	0.7186	NPC253043
Intermediate Similarity	0.7186	NPC96603
Intermediate Similarity	0.7186	NPC78222
Intermediate Similarity	0.7186	NPC212794
Intermediate Similarity	0.7186	NPC306843
Intermediate Similarity	0.7186	NPC4138
Intermediate Similarity	0.7186	NPC196447
Intermediate Similarity	0.7186	NPC13504
Intermediate Similarity	0.7184	NPC248642
Intermediate Similarity	0.7178	NPC325871
Intermediate Similarity	0.7178	NPC187022
Intermediate Similarity	0.7178	NPC80129
Intermediate Similarity	0.7178	NPC99659
Intermediate Similarity	0.717	NPC95075
Intermediate Similarity	0.717	NPC253883
Intermediate Similarity	0.717	NPC90844
Intermediate Similarity	0.717	NPC144863
Intermediate Similarity	0.7161	NPC323123
Intermediate Similarity	0.7161	NPC83289
Intermediate Similarity	0.7161	NPC212850
Intermediate Similarity	0.7161	NPC189724
Intermediate Similarity	0.716	NPC26601
Intermediate Similarity	0.716	NPC206372
Intermediate Similarity	0.716	NPC133011
Intermediate Similarity	0.716	NPC82285
Intermediate Similarity	0.716	NPC203424
Intermediate Similarity	0.7153	NPC263835
Intermediate Similarity	0.7153	NPC321133
Intermediate Similarity	0.7152	NPC92191
Intermediate Similarity	0.7152	NPC130926
Intermediate Similarity	0.7152	NPC59028
Intermediate Similarity	0.7143	NPC268503

Drug Structure

NPD5160 OpenBabel08211706322D 27 29 0 0 1 0 0 0 0 0999 V2000 -2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 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 1.7321 -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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 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 -3.0000 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 0.8660 -1.5000 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 -3.4641 -2.0000 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 -3.0000 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 -4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 C 0 0 1 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 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 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 -2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 2 8 1 0 0 0 0 3 5 2 0 0 0 0 3 9 1 0 0 0 0 4 6 2 0 0 0 0 4 10 1 0 0 0 0 5 12 1 0 0 0 0 6 14 1 0 0 0 0 7 11 1 0 0 0 0 7 13 1 0 0 0 0 8 18 1 0 0 0 0 9 17 2 0 0 0 0 10 18 2 0 0 0 0 11 17 1 0 0 0 0 12 20 2 0 0 0 0 13 21 1 0 0 0 0 14 22 2 0 0 0 0 15 23 1 0 0 0 0 16 19 1 0 0 0 0 16 25 1 0 0 0 0 17 20 1 0 0 0 0 18 22 1 0 0 0 0 19 15 1 1 0 0 0 19 24 1 0 0 0 0 20 21 1 0 0 0 0 21 23 1 1 0 0 0 22 25 1 0 0 0 0 23 26 1 0 0 0 0 24 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015118
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	337.20
ALogP	-0.5973
MLogP	3.55
XLogP	6.098
HDA	2
HBD	2
Rotatable Bonds	9
TPSA	41.49
RO5 Violation	1