NPASS drugs

Drug Information

Drug ID:	NPD2156
Drug Name:
Molecular Formula:	C16H21NO2
Canonical SMILES:	O[C@@H](COc1cccc2c1cccc2)CNC(C)C
Standard InCHI:	InChI=1S/C16H21NO2/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16/h3-9,12,14,17-18H,10-11H2,1-2H3/t14-/m1/s1
Standard InCHIKey:	AQHHHDLHHXJYJD-CQSZACIVSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2156

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	116
0.1-0.2	875
0.2-0.3	3030
0.3-0.4	9582
0.4-0.5	3512
0.5-0.6	8759
0.6-0.7	4671
0.7-0.8	337
0.8-0.85	3
0.85-0.9	1
0.9-0.95	2
0.95-1	2

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	1.0	NPC231163
High Similarity	1.0	NPC318591
High Similarity	0.9147	NPC141739
High Similarity	0.9147	NPC136112
High Similarity	0.8855	NPC320242
Intermediate Similarity	0.8467	NPC307123
Intermediate Similarity	0.8467	NPC247018
Intermediate Similarity	0.8467	NPC97870
Intermediate Similarity	0.7883	NPC328267
Intermediate Similarity	0.7877	NPC204546
Intermediate Similarity	0.7843	NPC477564
Intermediate Similarity	0.7843	NPC2295
Intermediate Similarity	0.7597	NPC76213
Intermediate Similarity	0.7597	NPC277669
Intermediate Similarity	0.7582	NPC207824
Intermediate Similarity	0.7582	NPC60538
Intermediate Similarity	0.7574	NPC329980
Intermediate Similarity	0.7516	NPC29647
Intermediate Similarity	0.75	NPC124433
Intermediate Similarity	0.75	NPC293871
Intermediate Similarity	0.7482	NPC211992
Intermediate Similarity	0.7468	NPC79328
Intermediate Similarity	0.7468	NPC477565
Intermediate Similarity	0.7468	NPC103379
Intermediate Similarity	0.7463	NPC26524
Intermediate Similarity	0.7451	NPC476151
Intermediate Similarity	0.7432	NPC253429
Intermediate Similarity	0.7429	NPC71090
Intermediate Similarity	0.7429	NPC298486
Intermediate Similarity	0.7407	NPC476573
Intermediate Similarity	0.7407	NPC470837
Intermediate Similarity	0.7407	NPC35627
Intermediate Similarity	0.7407	NPC195392
Intermediate Similarity	0.7407	NPC81247
Intermediate Similarity	0.7405	NPC203784
Intermediate Similarity	0.7405	NPC194034
Intermediate Similarity	0.7405	NPC126519
Intermediate Similarity	0.7405	NPC170503
Intermediate Similarity	0.7376	NPC217277
Intermediate Similarity	0.7368	NPC294249
Intermediate Similarity	0.7357	NPC127389
Intermediate Similarity	0.7357	NPC290451
Intermediate Similarity	0.7349	NPC329969
Intermediate Similarity	0.7338	NPC321133
Intermediate Similarity	0.7333	NPC477837
Intermediate Similarity	0.7333	NPC477838
Intermediate Similarity	0.7324	NPC293701
Intermediate Similarity	0.7324	NPC114901
Intermediate Similarity	0.7324	NPC109822
Intermediate Similarity	0.7324	NPC48990
Intermediate Similarity	0.7324	NPC94276
Intermediate Similarity	0.7313	NPC21890
Intermediate Similarity	0.7305	NPC188997
Intermediate Similarity	0.7299	NPC290470
Intermediate Similarity	0.7299	NPC154256
Intermediate Similarity	0.7296	NPC160931
Intermediate Similarity	0.7296	NPC37205
Intermediate Similarity	0.7286	NPC473875
Intermediate Similarity	0.7286	NPC212559
Intermediate Similarity	0.7285	NPC323204
Intermediate Similarity	0.7283	NPC475754
Intermediate Similarity	0.7279	NPC160692
Intermediate Similarity	0.7273	NPC194519
Intermediate Similarity	0.7267	NPC158900
Intermediate Similarity	0.726	NPC326599
Intermediate Similarity	0.726	NPC329595
Intermediate Similarity	0.7254	NPC255253
Intermediate Similarity	0.7254	NPC474130
Intermediate Similarity	0.7254	NPC261992
Intermediate Similarity	0.725	NPC129603
Intermediate Similarity	0.7246	NPC137096
Intermediate Similarity	0.7239	NPC209377
Intermediate Similarity	0.7233	NPC204828
Intermediate Similarity	0.7233	NPC276588
Intermediate Similarity	0.7233	NPC54379
Intermediate Similarity	0.7233	NPC39701
Intermediate Similarity	0.7233	NPC172765
Intermediate Similarity	0.7233	NPC278799
Intermediate Similarity	0.7233	NPC207757
Intermediate Similarity	0.7233	NPC249797
Intermediate Similarity	0.7233	NPC184026
Intermediate Similarity	0.7233	NPC110416
Intermediate Similarity	0.7233	NPC2413
Intermediate Similarity	0.7233	NPC469817
Intermediate Similarity	0.7233	NPC193949
Intermediate Similarity	0.7233	NPC189266
Intermediate Similarity	0.7233	NPC295691
Intermediate Similarity	0.7233	NPC127674
Intermediate Similarity	0.7233	NPC5238
Intermediate Similarity	0.7229	NPC475215
Intermediate Similarity	0.7229	NPC108434
Intermediate Similarity	0.7226	NPC106295
Intermediate Similarity	0.7226	NPC321505
Intermediate Similarity	0.7226	NPC283169
Intermediate Similarity	0.7226	NPC191376
Intermediate Similarity	0.7226	NPC51957
Intermediate Similarity	0.7226	NPC210437
Intermediate Similarity	0.7226	NPC16107
Intermediate Similarity	0.7226	NPC179825
Intermediate Similarity	0.7226	NPC476144
Intermediate Similarity	0.7222	NPC191037
Intermediate Similarity	0.7222	NPC58607
Intermediate Similarity	0.7222	NPC178284
Intermediate Similarity	0.7219	NPC314682
Intermediate Similarity	0.7219	NPC83289
Intermediate Similarity	0.7219	NPC189724
Intermediate Similarity	0.7219	NPC212850
Intermediate Similarity	0.7215	NPC206372
Intermediate Similarity	0.7215	NPC203424
Intermediate Similarity	0.7215	NPC114124
Intermediate Similarity	0.7214	NPC263835
Intermediate Similarity	0.7211	NPC118419
Intermediate Similarity	0.7211	NPC284232
Intermediate Similarity	0.7208	NPC185838
Intermediate Similarity	0.7205	NPC7393
Intermediate Similarity	0.7203	NPC61685
Intermediate Similarity	0.72	NPC193528
Intermediate Similarity	0.72	NPC14600
Intermediate Similarity	0.72	NPC41473
Intermediate Similarity	0.72	NPC160607
Intermediate Similarity	0.72	NPC204848
Intermediate Similarity	0.72	NPC312770
Intermediate Similarity	0.7195	NPC56887
Intermediate Similarity	0.7195	NPC124657
Intermediate Similarity	0.7195	NPC223077
Intermediate Similarity	0.7195	NPC193853
Intermediate Similarity	0.7194	NPC474214
Intermediate Similarity	0.7194	NPC474040
Intermediate Similarity	0.7194	NPC283616
Intermediate Similarity	0.7188	NPC180756
Intermediate Similarity	0.7188	NPC323443
Intermediate Similarity	0.7186	NPC66341
Intermediate Similarity	0.7186	NPC192135
Intermediate Similarity	0.7186	NPC477020
Intermediate Similarity	0.7183	NPC46586
Intermediate Similarity	0.7183	NPC204535
Intermediate Similarity	0.7183	NPC152946
Intermediate Similarity	0.7181	NPC141023
Intermediate Similarity	0.7181	NPC478085
Intermediate Similarity	0.7179	NPC476571
Intermediate Similarity	0.7179	NPC24233
Intermediate Similarity	0.7179	NPC147390
Intermediate Similarity	0.7179	NPC7467
Intermediate Similarity	0.7179	NPC428
Intermediate Similarity	0.7179	NPC135538
Intermediate Similarity	0.7179	NPC246587
Intermediate Similarity	0.7178	NPC233650
Intermediate Similarity	0.7178	NPC475393
Intermediate Similarity	0.7176	NPC241224
Intermediate Similarity	0.7172	NPC111247
Intermediate Similarity	0.7172	NPC183181
Intermediate Similarity	0.7172	NPC147821
Intermediate Similarity	0.7172	NPC319625
Intermediate Similarity	0.7172	NPC163332
Intermediate Similarity	0.7172	NPC118787
Intermediate Similarity	0.7172	NPC469386
Intermediate Similarity	0.7172	NPC41706
Intermediate Similarity	0.7172	NPC474119
Intermediate Similarity	0.7172	NPC292056
Intermediate Similarity	0.7171	NPC474915
Intermediate Similarity	0.7171	NPC213206
Intermediate Similarity	0.7171	NPC328750
Intermediate Similarity	0.7171	NPC188163
Intermediate Similarity	0.717	NPC475557
Intermediate Similarity	0.717	NPC233926
Intermediate Similarity	0.7169	NPC477562
Intermediate Similarity	0.7169	NPC26240
Intermediate Similarity	0.7169	NPC69712
Intermediate Similarity	0.7163	NPC207613
Intermediate Similarity	0.7162	NPC230219
Intermediate Similarity	0.7162	NPC189482
Intermediate Similarity	0.7161	NPC473934
Intermediate Similarity	0.716	NPC18402
Intermediate Similarity	0.7152	NPC210140
Intermediate Similarity	0.7143	NPC78359
Intermediate Similarity	0.7143	NPC186469
Intermediate Similarity	0.7143	NPC315707
Intermediate Similarity	0.7143	NPC163036
Intermediate Similarity	0.7143	NPC148014
Intermediate Similarity	0.7143	NPC40389
Intermediate Similarity	0.7143	NPC256369
Intermediate Similarity	0.7143	NPC474320
Intermediate Similarity	0.7143	NPC11089
Intermediate Similarity	0.7143	NPC143483
Intermediate Similarity	0.7143	NPC65490
Intermediate Similarity	0.7135	NPC476575
Intermediate Similarity	0.7134	NPC169743
Intermediate Similarity	0.7134	NPC134858
Intermediate Similarity	0.7133	NPC140359
Intermediate Similarity	0.7133	NPC13020
Intermediate Similarity	0.7132	NPC165646
Intermediate Similarity	0.7125	NPC150670
Intermediate Similarity	0.7122	NPC120075
Intermediate Similarity	0.7122	NPC86947
Intermediate Similarity	0.7121	NPC470393
Intermediate Similarity	0.7118	NPC267408
Intermediate Similarity	0.7114	NPC263064
Intermediate Similarity	0.7114	NPC475840
Intermediate Similarity	0.7114	NPC26394
Intermediate Similarity	0.7114	NPC138940

Drug Structure

NPD2156 OpenBabel08211701392D 21 22 0 0 1 0 0 0 0 0999 V2000 -3.4641 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 2.5981 1.5000 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 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 -0.8660 0.5000 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 -0.8660 -1.5000 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 0.8660 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 2 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 0 0 0 0 0 0 0 0 0 0 -2.5981 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 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 12 1 0 0 0 0 3 4 2 0 0 0 0 3 6 1 0 0 0 0 4 8 1 0 0 0 0 5 7 2 0 0 0 0 5 9 1 0 0 0 0 6 13 2 0 0 0 0 7 13 1 0 0 0 0 8 15 2 0 0 0 0 9 16 2 0 0 0 0 10 17 1 0 0 0 0 11 14 1 0 0 0 0 11 19 1 0 0 0 0 12 17 1 0 0 0 0 13 15 1 0 0 0 0 14 10 1 6 0 0 0 14 18 1 0 0 0 0 15 16 1 0 0 0 0 16 19 1 0 0 0 0 17 20 1 0 0 0 0 18 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000089
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	21138
ChEBI
CAS Number

Drug Properties

Molecular Weight	259.16
ALogP	-1.0098
MLogP	2.89
XLogP	4.053
HDA	2
HBD	2
Rotatable Bonds	9
TPSA	41.49
RO5 Violation	0