NPASS drugs

Drug Information

Drug ID:	NPD3062
Drug Name:	Arbutamine
Molecular Formula:	C18H23NO4
Canonical SMILES:	Oc1ccc(cc1)CCCCNC[C@@H](c1ccc(c(c1)O)O)O
Standard InCHI:	InChI=1S/C18H23NO4/c20-15-7-4-13(5-8-15)3-1-2-10-19-12-18(23)14-6-9-16(21)17(22)11-14/h4-9,11,18-23H,1-3,10,12H2/t18-/m0/s1
Standard InCHIKey:	IIRWWTKISYTTBL-SFHVURJKSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3062

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	127
0.1-0.2	836
0.2-0.3	3175
0.3-0.4	9419
0.4-0.5	4580
0.5-0.6	8338
0.6-0.7	3920
0.7-0.8	456
0.8-0.85	31
0.85-0.9	6
0.9-0.95	2
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	0.9365	NPC236347
High Similarity	0.9365	NPC323775
High Similarity	0.896	NPC118522
High Similarity	0.896	NPC169207
High Similarity	0.896	NPC115627
High Similarity	0.8692	NPC318965
High Similarity	0.8651	NPC85276
High Similarity	0.8571	NPC137096
Intermediate Similarity	0.8413	NPC213
Intermediate Similarity	0.8413	NPC10286
Intermediate Similarity	0.8358	NPC271808
Intermediate Similarity	0.8346	NPC322366
Intermediate Similarity	0.832	NPC146422
Intermediate Similarity	0.8286	NPC323123
Intermediate Similarity	0.8235	NPC326599
Intermediate Similarity	0.8235	NPC329595
Intermediate Similarity	0.8214	NPC170170
Intermediate Similarity	0.8214	NPC219233
Intermediate Similarity	0.8214	NPC211468
Intermediate Similarity	0.8168	NPC284078
Intermediate Similarity	0.8154	NPC268572
Intermediate Similarity	0.808	NPC290566
Intermediate Similarity	0.808	NPC145638
Intermediate Similarity	0.8077	NPC122009
Intermediate Similarity	0.8067	NPC160931
Intermediate Similarity	0.8067	NPC37205
Intermediate Similarity	0.8047	NPC120280
Intermediate Similarity	0.8043	NPC208757
Intermediate Similarity	0.8016	NPC174096
Intermediate Similarity	0.8016	NPC147634
Intermediate Similarity	0.8016	NPC226401
Intermediate Similarity	0.8016	NPC79793
Intermediate Similarity	0.8016	NPC120982
Intermediate Similarity	0.8014	NPC204848
Intermediate Similarity	0.8014	NPC312770
Intermediate Similarity	0.8014	NPC41473
Intermediate Similarity	0.8014	NPC160607
Intermediate Similarity	0.8014	NPC14600
Intermediate Similarity	0.8	NPC283468
Intermediate Similarity	0.7985	NPC307020
Intermediate Similarity	0.7953	NPC187583
Intermediate Similarity	0.7953	NPC257430
Intermediate Similarity	0.7953	NPC179002
Intermediate Similarity	0.7937	NPC62258
Intermediate Similarity	0.7937	NPC55617
Intermediate Similarity	0.7914	NPC300020
Intermediate Similarity	0.7914	NPC302171
Intermediate Similarity	0.7914	NPC33338
Intermediate Similarity	0.7852	NPC318777
Intermediate Similarity	0.7832	NPC299583
Intermediate Similarity	0.7829	NPC471485
Intermediate Similarity	0.7769	NPC142599
Intermediate Similarity	0.7754	NPC477839
Intermediate Similarity	0.7721	NPC13020
Intermediate Similarity	0.7721	NPC140359
Intermediate Similarity	0.7682	NPC277669
Intermediate Similarity	0.7682	NPC76213
Intermediate Similarity	0.768	NPC12278
Intermediate Similarity	0.766	NPC214869
Intermediate Similarity	0.7655	NPC168861
Intermediate Similarity	0.7651	NPC277857
Intermediate Similarity	0.7651	NPC115144
Intermediate Similarity	0.7647	NPC298486
Intermediate Similarity	0.7639	NPC214988
Intermediate Similarity	0.7626	NPC16031
Intermediate Similarity	0.7626	NPC145888
Intermediate Similarity	0.7626	NPC161593
Intermediate Similarity	0.7626	NPC251571
Intermediate Similarity	0.76	NPC68055
Intermediate Similarity	0.7591	NPC473451
Intermediate Similarity	0.7589	NPC114102
Intermediate Similarity	0.7582	NPC2295
Intermediate Similarity	0.7582	NPC477564
Intermediate Similarity	0.7556	NPC252817
Intermediate Similarity	0.755	NPC207824
Intermediate Similarity	0.755	NPC60538
Intermediate Similarity	0.754	NPC471511
Intermediate Similarity	0.7535	NPC88667
Intermediate Similarity	0.752	NPC110764
Intermediate Similarity	0.7519	NPC228343
Intermediate Similarity	0.7519	NPC254833
Intermediate Similarity	0.7518	NPC195749
Intermediate Similarity	0.7518	NPC35961
Intermediate Similarity	0.7518	NPC52029
Intermediate Similarity	0.75	NPC6913
Intermediate Similarity	0.7483	NPC470935
Intermediate Similarity	0.7483	NPC471032
Intermediate Similarity	0.7483	NPC323204
Intermediate Similarity	0.7483	NPC267237
Intermediate Similarity	0.7481	NPC470215
Intermediate Similarity	0.7481	NPC470214
Intermediate Similarity	0.7481	NPC109371
Intermediate Similarity	0.7464	NPC471693
Intermediate Similarity	0.7463	NPC610
Intermediate Similarity	0.7463	NPC200988
Intermediate Similarity	0.7463	NPC145023
Intermediate Similarity	0.7463	NPC175799
Intermediate Similarity	0.745	NPC294249
Intermediate Similarity	0.7447	NPC155838
Intermediate Similarity	0.744	NPC223393
Intermediate Similarity	0.7429	NPC191037
Intermediate Similarity	0.7429	NPC58607
Intermediate Similarity	0.7429	NPC178284
Intermediate Similarity	0.7426	NPC472071
Intermediate Similarity	0.7426	NPC34634
Intermediate Similarity	0.7426	NPC265454
Intermediate Similarity	0.7423	NPC329969
Intermediate Similarity	0.741	NPC257682
Intermediate Similarity	0.741	NPC131747
Intermediate Similarity	0.741	NPC146355
Intermediate Similarity	0.7407	NPC86198
Intermediate Similarity	0.7405	NPC268032
Intermediate Similarity	0.7405	NPC297657
Intermediate Similarity	0.7394	NPC262641
Intermediate Similarity	0.7385	NPC71266
Intermediate Similarity	0.7381	NPC327226
Intermediate Similarity	0.7379	NPC64205
Intermediate Similarity	0.7376	NPC111247
Intermediate Similarity	0.7376	NPC165045
Intermediate Similarity	0.7376	NPC292056
Intermediate Similarity	0.7376	NPC118533
Intermediate Similarity	0.7376	NPC108659
Intermediate Similarity	0.7376	NPC163332
Intermediate Similarity	0.7376	NPC118787
Intermediate Similarity	0.7376	NPC79715
Intermediate Similarity	0.7376	NPC183181
Intermediate Similarity	0.7376	NPC153990
Intermediate Similarity	0.7376	NPC264900
Intermediate Similarity	0.7376	NPC231607
Intermediate Similarity	0.7376	NPC319625
Intermediate Similarity	0.7376	NPC147821
Intermediate Similarity	0.7376	NPC41706
Intermediate Similarity	0.7372	NPC470414
Intermediate Similarity	0.7372	NPC207613
Intermediate Similarity	0.7368	NPC147390
Intermediate Similarity	0.7368	NPC135538
Intermediate Similarity	0.7368	NPC476571
Intermediate Similarity	0.7368	NPC24233
Intermediate Similarity	0.7368	NPC12656
Intermediate Similarity	0.7368	NPC428
Intermediate Similarity	0.7368	NPC246587
Intermediate Similarity	0.7368	NPC473137
Intermediate Similarity	0.7362	NPC192135
Intermediate Similarity	0.7362	NPC66341
Intermediate Similarity	0.7362	NPC477020
Intermediate Similarity	0.736	NPC131587
Intermediate Similarity	0.736	NPC125732
Intermediate Similarity	0.7357	NPC194519
Intermediate Similarity	0.7357	NPC148627
Intermediate Similarity	0.7355	NPC475557
Intermediate Similarity	0.7353	NPC70084
Intermediate Similarity	0.7347	NPC296898
Intermediate Similarity	0.7346	NPC109925
Intermediate Similarity	0.7344	NPC239291
Intermediate Similarity	0.7342	NPC158900
Intermediate Similarity	0.7324	NPC148982
Intermediate Similarity	0.7324	NPC245826
Intermediate Similarity	0.7324	NPC72529
Intermediate Similarity	0.7324	NPC252307
Intermediate Similarity	0.7324	NPC474178
Intermediate Similarity	0.7323	NPC196479
Intermediate Similarity	0.7319	NPC472271
Intermediate Similarity	0.7319	NPC262156
Intermediate Similarity	0.7319	NPC473853
Intermediate Similarity	0.7319	NPC324571
Intermediate Similarity	0.7319	NPC184651
Intermediate Similarity	0.7319	NPC54872
Intermediate Similarity	0.7319	NPC147654
Intermediate Similarity	0.7319	NPC266045
Intermediate Similarity	0.7319	NPC113865
Intermediate Similarity	0.7319	NPC343720
Intermediate Similarity	0.7319	NPC470212
Intermediate Similarity	0.7319	NPC312675
Intermediate Similarity	0.7308	NPC34864
Intermediate Similarity	0.7308	NPC58427
Intermediate Similarity	0.7308	NPC24101
Intermediate Similarity	0.7308	NPC96224
Intermediate Similarity	0.7308	NPC114392
Intermediate Similarity	0.7308	NPC105727
Intermediate Similarity	0.7305	NPC321561
Intermediate Similarity	0.7305	NPC94179
Intermediate Similarity	0.7305	NPC301713
Intermediate Similarity	0.7303	NPC179825
Intermediate Similarity	0.7303	NPC321505
Intermediate Similarity	0.7303	NPC191376
Intermediate Similarity	0.7302	NPC294741
Intermediate Similarity	0.7299	NPC223451
Intermediate Similarity	0.7299	NPC475245
Intermediate Similarity	0.7296	NPC247251
Intermediate Similarity	0.7292	NPC149379
Intermediate Similarity	0.7286	NPC293701
Intermediate Similarity	0.7286	NPC95733
Intermediate Similarity	0.7286	NPC114901
Intermediate Similarity	0.7286	NPC94276
Intermediate Similarity	0.7286	NPC109822
Intermediate Similarity	0.7286	NPC62101
Intermediate Similarity	0.7286	NPC48990
Intermediate Similarity	0.728	NPC109955
Intermediate Similarity	0.7279	NPC193528
Intermediate Similarity	0.7279	NPC144343

Drug Structure

NPD3062 OpenBabel08211702562D 28 29 0 0 1 0 0 0 0 0999 V2000 -5.1962 -3.0000 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 -5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -2.0000 0.0000 C 0 0 0 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 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 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 -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 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 -6.0622 -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 -7.7942 -0.5000 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 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 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 10 1 0 0 0 0 3 13 1 0 0 0 0 4 7 1 0 0 0 0 4 13 2 0 0 0 0 5 8 2 0 0 0 0 5 13 1 0 0 0 0 6 9 2 0 0 0 0 6 14 1 0 0 0 0 7 15 2 0 0 0 0 8 15 1 0 0 0 0 9 16 1 0 0 0 0 10 19 1 0 0 0 0 11 14 2 0 0 0 0 11 17 1 0 0 0 0 12 19 1 0 0 0 0 14 18 1 0 0 0 0 15 20 1 0 0 0 0 16 17 2 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 18 12 1 6 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 22 27 1 0 0 0 0 23 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000936
DrugBank	DB01102
ChEMBL	CHEMBL1201251
IUPHAR/BPS
PharmaGKB	PA164747979
KEGG Drug
PubChem CID
ChEBI	50580
CAS Number	128470-16-6

Drug Properties

Molecular Weight	317.16
ALogP	-2.8024
MLogP	2.89
XLogP	2.738
HDA	2
HBD	5
Rotatable Bonds	12
TPSA	92.95
RO5 Violation	0