NPASS drugs

Drug Information

Drug ID:	NPD4579
Drug Name:
Molecular Formula:	C21H25NO3
Canonical SMILES:	COc1ccc2c(c1)CC[C@@H]([C@@H]2c1ccccc1)CN(CC(=O)O)C
Standard InCHI:	InChI=1S/C21H25NO3/c1-22(14-20(23)24)13-17-9-8-16-12-18(25-2)10-11-19(16)21(17)15-6-4-3-5-7-15/h3-7,10-12,17,21H,8-9,13-14H2,1-2H3,(H,23,24)/t17-,21+/m1/s1
Standard InCHIKey:	UEBBYLJZCHTLEG-UTKZUKDTSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4579

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	114
0.1-0.2	875
0.2-0.3	2082
0.3-0.4	7697
0.4-0.5	5603
0.5-0.6	7682
0.6-0.7	6306
0.7-0.8	529
0.8-0.85	2
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	0.8261	NPC325568
Intermediate Similarity	0.8244	NPC321133
Intermediate Similarity	0.7862	NPC470925
Intermediate Similarity	0.7836	NPC103916
Intermediate Similarity	0.781	NPC111088
Intermediate Similarity	0.777	NPC145304
Intermediate Similarity	0.7744	NPC25648
Intermediate Similarity	0.773	NPC249425
Intermediate Similarity	0.7698	NPC218323
Intermediate Similarity	0.7676	NPC118419
Intermediate Similarity	0.7671	NPC314682
Intermediate Similarity	0.7669	NPC33900
Intermediate Similarity	0.7667	NPC253883
Intermediate Similarity	0.7667	NPC95075
Intermediate Similarity	0.7667	NPC144863
Intermediate Similarity	0.7667	NPC90844
Intermediate Similarity	0.7664	NPC30462
Intermediate Similarity	0.766	NPC126859
Intermediate Similarity	0.766	NPC89769
Intermediate Similarity	0.766	NPC259665
Intermediate Similarity	0.7655	NPC193528
Intermediate Similarity	0.7651	NPC185838
Intermediate Similarity	0.7647	NPC26601
Intermediate Similarity	0.7626	NPC266705
Intermediate Similarity	0.7626	NPC124776
Intermediate Similarity	0.7626	NPC29008
Intermediate Similarity	0.7626	NPC228771
Intermediate Similarity	0.7619	NPC328750
Intermediate Similarity	0.7619	NPC188163
Intermediate Similarity	0.7619	NPC213206
Intermediate Similarity	0.7619	NPC474915
Intermediate Similarity	0.7609	NPC255253
Intermediate Similarity	0.7586	NPC231884
Intermediate Similarity	0.7586	NPC167944
Intermediate Similarity	0.7586	NPC42793
Intermediate Similarity	0.7566	NPC211296
Intermediate Similarity	0.7566	NPC92541
Intermediate Similarity	0.7566	NPC219162
Intermediate Similarity	0.755	NPC191376
Intermediate Similarity	0.755	NPC321505
Intermediate Similarity	0.755	NPC476151
Intermediate Similarity	0.755	NPC179825
Intermediate Similarity	0.7537	NPC312105
Intermediate Similarity	0.7536	NPC471314
Intermediate Similarity	0.7536	NPC152946
Intermediate Similarity	0.7536	NPC471315
Intermediate Similarity	0.7518	NPC66177
Intermediate Similarity	0.7518	NPC172403
Intermediate Similarity	0.7518	NPC129176
Intermediate Similarity	0.7518	NPC8305
Intermediate Similarity	0.7518	NPC268763
Intermediate Similarity	0.7517	NPC213122
Intermediate Similarity	0.7517	NPC11147
Intermediate Similarity	0.75	NPC9067
Intermediate Similarity	0.75	NPC24233
Intermediate Similarity	0.75	NPC147390
Intermediate Similarity	0.75	NPC17348
Intermediate Similarity	0.75	NPC135538
Intermediate Similarity	0.75	NPC246587
Intermediate Similarity	0.75	NPC428
Intermediate Similarity	0.75	NPC43275
Intermediate Similarity	0.75	NPC476571
Intermediate Similarity	0.7484	NPC233650
Intermediate Similarity	0.7468	NPC81733
Intermediate Similarity	0.7468	NPC326316
Intermediate Similarity	0.7465	NPC277458
Intermediate Similarity	0.7465	NPC307050
Intermediate Similarity	0.7465	NPC176590
Intermediate Similarity	0.7465	NPC124802
Intermediate Similarity	0.7465	NPC283079
Intermediate Similarity	0.7462	NPC201959
Intermediate Similarity	0.7462	NPC11554
Intermediate Similarity	0.7462	NPC75440
Intermediate Similarity	0.7451	NPC477565
Intermediate Similarity	0.7451	NPC103379
Intermediate Similarity	0.745	NPC29599
Intermediate Similarity	0.7447	NPC170485
Intermediate Similarity	0.7447	NPC301713
Intermediate Similarity	0.7438	NPC169743
Intermediate Similarity	0.7438	NPC134858
Intermediate Similarity	0.7436	NPC76079
Intermediate Similarity	0.7429	NPC75432
Intermediate Similarity	0.7424	NPC470723
Intermediate Similarity	0.7422	NPC241224
Intermediate Similarity	0.7415	NPC231163
Intermediate Similarity	0.7415	NPC318591
Intermediate Similarity	0.7413	NPC160193
Intermediate Similarity	0.741	NPC473464
Intermediate Similarity	0.741	NPC476332
Intermediate Similarity	0.7405	NPC221864
Intermediate Similarity	0.74	NPC476567
Intermediate Similarity	0.74	NPC136860
Intermediate Similarity	0.74	NPC128019
Intermediate Similarity	0.7394	NPC177167
Intermediate Similarity	0.7386	NPC130941
Intermediate Similarity	0.7386	NPC475959
Intermediate Similarity	0.7386	NPC7467
Intermediate Similarity	0.7383	NPC204546
Intermediate Similarity	0.7379	NPC227002
Intermediate Similarity	0.7376	NPC4286
Intermediate Similarity	0.7376	NPC76119
Intermediate Similarity	0.7372	NPC42657
Intermediate Similarity	0.7365	NPC210086
Intermediate Similarity	0.7365	NPC231572
Intermediate Similarity	0.7358	NPC119649
Intermediate Similarity	0.7358	NPC230956
Intermediate Similarity	0.7358	NPC205255
Intermediate Similarity	0.7358	NPC235143
Intermediate Similarity	0.7358	NPC27410
Intermediate Similarity	0.7358	NPC271388
Intermediate Similarity	0.7358	NPC166014
Intermediate Similarity	0.7357	NPC307020
Intermediate Similarity	0.7357	NPC217277
Intermediate Similarity	0.7357	NPC470887
Intermediate Similarity	0.7357	NPC211218
Intermediate Similarity	0.7346	NPC210140
Intermediate Similarity	0.7346	NPC150879
Intermediate Similarity	0.7342	NPC79328
Intermediate Similarity	0.7338	NPC60538
Intermediate Similarity	0.7338	NPC182119
Intermediate Similarity	0.7338	NPC207824
Intermediate Similarity	0.7333	NPC283169
Intermediate Similarity	0.7333	NPC47194
Intermediate Similarity	0.7325	NPC123323
Intermediate Similarity	0.7324	NPC128321
Intermediate Similarity	0.732	NPC106295
Intermediate Similarity	0.732	NPC51957
Intermediate Similarity	0.732	NPC210437
Intermediate Similarity	0.732	NPC16107
Intermediate Similarity	0.732	NPC476144
Intermediate Similarity	0.7319	NPC263835
Intermediate Similarity	0.7315	NPC132723
Intermediate Similarity	0.7315	NPC76032
Intermediate Similarity	0.7313	NPC35344
Intermediate Similarity	0.7313	NPC165106
Intermediate Similarity	0.7313	NPC141003
Intermediate Similarity	0.7313	NPC109241
Intermediate Similarity	0.7312	NPC60186
Intermediate Similarity	0.7312	NPC80759
Intermediate Similarity	0.7312	NPC79402
Intermediate Similarity	0.731	NPC470392
Intermediate Similarity	0.731	NPC258073
Intermediate Similarity	0.7308	NPC113457
Intermediate Similarity	0.7305	NPC10154
Intermediate Similarity	0.7305	NPC62101
Intermediate Similarity	0.7305	NPC220961
Intermediate Similarity	0.7305	NPC228503
Intermediate Similarity	0.7305	NPC265413
Intermediate Similarity	0.7305	NPC95733
Intermediate Similarity	0.7305	NPC138248
Intermediate Similarity	0.7303	NPC9373
Intermediate Similarity	0.7299	NPC474040
Intermediate Similarity	0.7293	NPC166837
Intermediate Similarity	0.729	NPC88249
Intermediate Similarity	0.729	NPC151895
Intermediate Similarity	0.729	NPC97221
Intermediate Similarity	0.729	NPC192768
Intermediate Similarity	0.729	NPC220858
Intermediate Similarity	0.7278	NPC186063
Intermediate Similarity	0.7273	NPC251571
Intermediate Similarity	0.7273	NPC100129
Intermediate Similarity	0.7273	NPC186889
Intermediate Similarity	0.7273	NPC470019
Intermediate Similarity	0.7267	NPC1229
Intermediate Similarity	0.7267	NPC323204
Intermediate Similarity	0.7266	NPC300166
Intermediate Similarity	0.7254	NPC105718
Intermediate Similarity	0.7254	NPC105031
Intermediate Similarity	0.7254	NPC113495
Intermediate Similarity	0.7254	NPC29477
Intermediate Similarity	0.7254	NPC278955
Intermediate Similarity	0.725	NPC160298
Intermediate Similarity	0.725	NPC475780
Intermediate Similarity	0.725	NPC477559
Intermediate Similarity	0.725	NPC266753
Intermediate Similarity	0.725	NPC232924
Intermediate Similarity	0.725	NPC306902
Intermediate Similarity	0.7246	NPC310338
Intermediate Similarity	0.7246	NPC281298
Intermediate Similarity	0.7244	NPC52475
Intermediate Similarity	0.7244	NPC85747
Intermediate Similarity	0.7244	NPC277669
Intermediate Similarity	0.7244	NPC8337
Intermediate Similarity	0.7244	NPC76213
Intermediate Similarity	0.7241	NPC114102
Intermediate Similarity	0.7239	NPC280760
Intermediate Similarity	0.7239	NPC199462
Intermediate Similarity	0.7239	NPC298979
Intermediate Similarity	0.7237	NPC247298
Intermediate Similarity	0.7233	NPC476572
Intermediate Similarity	0.723	NPC131204
Intermediate Similarity	0.723	NPC301050
Intermediate Similarity	0.7222	NPC223912
Intermediate Similarity	0.7222	NPC155838
Intermediate Similarity	0.7222	NPC215300
Intermediate Similarity	0.7218	NPC473809
Intermediate Similarity	0.7218	NPC475852
Intermediate Similarity	0.7215	NPC5238
Intermediate Similarity	0.7215	NPC204828
Intermediate Similarity	0.7215	NPC39701

Drug Structure

NPD4579 OpenBabel08211705262D 26 28 0 0 1 0 0 0 0 0999 V2000 -1.7321 3.0000 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 -2.5981 -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 -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 -0.0000 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 1.7321 -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 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 0.0000 3.0000 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 0.0000 1.0000 0.0000 C 0 0 2 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 -0.5000 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 0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 25 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 7 2 0 0 0 0 6 15 2 0 0 0 0 7 15 1 0 0 0 0 8 9 1 0 0 0 0 8 16 1 0 0 0 0 9 17 1 0 0 0 0 10 11 1 0 0 0 0 10 18 2 0 0 0 0 11 19 2 0 0 0 0 12 16 2 0 0 0 0 12 18 1 0 0 0 0 13 22 1 0 0 0 0 14 20 1 0 0 0 0 14 22 1 0 0 0 0 16 19 1 0 0 0 0 17 13 1 1 0 0 0 17 21 1 0 0 0 0 18 25 1 0 0 0 0 19 21 1 0 0 0 0 20 23 2 0 0 0 0 20 24 1 0 0 0 0 21 15 1 1 0 0 0 24 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007067
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11740218
ChEBI
CAS Number

Drug Properties

Molecular Weight	339.18
ALogP	-0.3559
MLogP	3.33
XLogP	5.898
HDA	3
HBD	1
Rotatable Bonds	9
TPSA	49.77
RO5 Violation	1