NPASS drugs

Drug Information

Drug ID:	NPD3054
Drug Name:	Isoxsuprine
Molecular Formula:	C18H23NO3
Canonical SMILES:	CC(NC(C(c1ccc(cc1)O)O)C)COc1ccccc1
Standard InCHI:	InChI=1S/C18H23NO3/c1-13(12-22-17-6-4-3-5-7-17)19-14(2)18(21)15-8-10-16(20)11-9-15/h3-11,13-14,18-21H,12H2,1-2H3
Standard InCHIKey:	BMUKKTUHUDJSNZ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3054

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	110
0.1-0.2	798
0.2-0.3	3187
0.3-0.4	9497
0.4-0.5	3543
0.5-0.6	8067
0.6-0.7	5174
0.7-0.8	490
0.8-0.85	23
0.85-0.9	1
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	0.8702	NPC320242
Intermediate Similarity	0.8456	NPC97870
Intermediate Similarity	0.8456	NPC307123
Intermediate Similarity	0.8456	NPC247018
Intermediate Similarity	0.8425	NPC10286
Intermediate Similarity	0.8425	NPC213
Intermediate Similarity	0.8421	NPC141739
Intermediate Similarity	0.8421	NPC136112
Intermediate Similarity	0.8409	NPC328267
Intermediate Similarity	0.8346	NPC62101
Intermediate Similarity	0.8346	NPC95733
Intermediate Similarity	0.8286	NPC318591
Intermediate Similarity	0.8286	NPC231163
Intermediate Similarity	0.8284	NPC29477
Intermediate Similarity	0.8271	NPC307020
Intermediate Similarity	0.8271	NPC211218
Intermediate Similarity	0.8268	NPC26524
Intermediate Similarity	0.8239	NPC204546
Intermediate Similarity	0.8169	NPC83289
Intermediate Similarity	0.8169	NPC189724
Intermediate Similarity	0.8169	NPC212850
Intermediate Similarity	0.8106	NPC263835
Intermediate Similarity	0.8082	NPC245974
Intermediate Similarity	0.8045	NPC318357
Intermediate Similarity	0.7953	NPC290566
Intermediate Similarity	0.7953	NPC145638
Intermediate Similarity	0.7945	NPC247298
Intermediate Similarity	0.7895	NPC43275
Intermediate Similarity	0.7874	NPC97811
Intermediate Similarity	0.7857	NPC326599
Intermediate Similarity	0.7857	NPC329595
Intermediate Similarity	0.7836	NPC321133
Intermediate Similarity	0.7829	NPC233926
Intermediate Similarity	0.7826	NPC218323
Intermediate Similarity	0.7801	NPC471953
Intermediate Similarity	0.7778	NPC41473
Intermediate Similarity	0.7778	NPC160607
Intermediate Similarity	0.7778	NPC204848
Intermediate Similarity	0.7778	NPC14600
Intermediate Similarity	0.7778	NPC312770
Intermediate Similarity	0.7763	NPC206372
Intermediate Similarity	0.7763	NPC203424
Intermediate Similarity	0.7762	NPC237227
Intermediate Similarity	0.7748	NPC47672
Intermediate Similarity	0.7744	NPC137096
Intermediate Similarity	0.7737	NPC255253
Intermediate Similarity	0.7727	NPC160931
Intermediate Similarity	0.7727	NPC37205
Intermediate Similarity	0.7724	NPC299583
Intermediate Similarity	0.7698	NPC236347
Intermediate Similarity	0.7698	NPC323775
Intermediate Similarity	0.7698	NPC322366
Intermediate Similarity	0.7682	NPC60538
Intermediate Similarity	0.7682	NPC207824
Intermediate Similarity	0.7676	NPC274732
Intermediate Similarity	0.7674	NPC24777
Intermediate Similarity	0.7667	NPC115144
Intermediate Similarity	0.7667	NPC277857
Intermediate Similarity	0.7655	NPC193528
Intermediate Similarity	0.7651	NPC17760
Intermediate Similarity	0.7638	NPC470393
Intermediate Similarity	0.7638	NPC42383
Intermediate Similarity	0.7635	NPC63628
Intermediate Similarity	0.7635	NPC178466
Intermediate Similarity	0.763	NPC256369
Intermediate Similarity	0.7603	NPC328137
Intermediate Similarity	0.7603	NPC318028
Intermediate Similarity	0.7603	NPC317741
Intermediate Similarity	0.7603	NPC318984
Intermediate Similarity	0.7603	NPC282087
Intermediate Similarity	0.7603	NPC241086
Intermediate Similarity	0.7603	NPC259800
Intermediate Similarity	0.7582	NPC277669
Intermediate Similarity	0.7582	NPC76213
Intermediate Similarity	0.758	NPC158900
Intermediate Similarity	0.7578	NPC113457
Intermediate Similarity	0.7559	NPC38079
Intermediate Similarity	0.7559	NPC150254
Intermediate Similarity	0.7559	NPC304761
Intermediate Similarity	0.7559	NPC226778
Intermediate Similarity	0.7559	NPC147000
Intermediate Similarity	0.7559	NPC108875
Intermediate Similarity	0.7554	NPC48990
Intermediate Similarity	0.7554	NPC114901
Intermediate Similarity	0.7554	NPC293701
Intermediate Similarity	0.7552	NPC470392
Intermediate Similarity	0.7551	NPC168861
Intermediate Similarity	0.7538	NPC474272
Intermediate Similarity	0.7536	NPC36016
Intermediate Similarity	0.7536	NPC298486
Intermediate Similarity	0.7536	NPC100099
Intermediate Similarity	0.7536	NPC150026
Intermediate Similarity	0.7534	NPC474673
Intermediate Similarity	0.7533	NPC313414
Intermediate Similarity	0.75	NPC471032
Intermediate Similarity	0.75	NPC470935
Intermediate Similarity	0.75	NPC81641
Intermediate Similarity	0.75	NPC8302
Intermediate Similarity	0.75	NPC195392
Intermediate Similarity	0.75	NPC194519
Intermediate Similarity	0.7484	NPC124433
Intermediate Similarity	0.7484	NPC293871
Intermediate Similarity	0.7484	NPC156311
Intermediate Similarity	0.7484	NPC477564
Intermediate Similarity	0.7484	NPC2295
Intermediate Similarity	0.7483	NPC326860
Intermediate Similarity	0.7483	NPC197239
Intermediate Similarity	0.7482	NPC140359
Intermediate Similarity	0.7482	NPC76465
Intermediate Similarity	0.7482	NPC38761
Intermediate Similarity	0.7482	NPC13020
Intermediate Similarity	0.748	NPC192596
Intermediate Similarity	0.7448	NPC470441
Intermediate Similarity	0.7447	NPC191037
Intermediate Similarity	0.7447	NPC178284
Intermediate Similarity	0.7447	NPC58607
Intermediate Similarity	0.7447	NPC276212
Intermediate Similarity	0.7445	NPC41801
Intermediate Similarity	0.7442	NPC135464
Intermediate Similarity	0.7442	NPC92623
Intermediate Similarity	0.7431	NPC208757
Intermediate Similarity	0.7429	NPC134195
Intermediate Similarity	0.7429	NPC86502
Intermediate Similarity	0.7429	NPC106914
Intermediate Similarity	0.7429	NPC246648
Intermediate Similarity	0.7429	NPC197351
Intermediate Similarity	0.7429	NPC94276
Intermediate Similarity	0.7429	NPC109822
Intermediate Similarity	0.7424	NPC21890
Intermediate Similarity	0.7415	NPC214988
Intermediate Similarity	0.741	NPC71090
Intermediate Similarity	0.7405	NPC265211
Intermediate Similarity	0.7405	NPC306045
Intermediate Similarity	0.7405	NPC22014
Intermediate Similarity	0.7403	NPC469711
Intermediate Similarity	0.7402	NPC327226
Intermediate Similarity	0.7402	NPC51633
Intermediate Similarity	0.74	NPC78530
Intermediate Similarity	0.7394	NPC319625
Intermediate Similarity	0.7394	NPC111247
Intermediate Similarity	0.7394	NPC183181
Intermediate Similarity	0.7394	NPC41706
Intermediate Similarity	0.7394	NPC292056
Intermediate Similarity	0.7394	NPC118787
Intermediate Similarity	0.7394	NPC163332
Intermediate Similarity	0.7394	NPC147821
Intermediate Similarity	0.7394	NPC251571
Intermediate Similarity	0.7388	NPC235250
Intermediate Similarity	0.7386	NPC76412
Intermediate Similarity	0.7385	NPC251306
Intermediate Similarity	0.7385	NPC186469
Intermediate Similarity	0.7376	NPC102540
Intermediate Similarity	0.7376	NPC103420
Intermediate Similarity	0.7376	NPC17809
Intermediate Similarity	0.7376	NPC285040
Intermediate Similarity	0.7376	NPC188022
Intermediate Similarity	0.7372	NPC295259
Intermediate Similarity	0.7372	NPC283760
Intermediate Similarity	0.7372	NPC56635
Intermediate Similarity	0.7372	NPC163036
Intermediate Similarity	0.7368	NPC153795
Intermediate Similarity	0.7368	NPC42911
Intermediate Similarity	0.7368	NPC290353
Intermediate Similarity	0.7364	NPC233396
Intermediate Similarity	0.7364	NPC154899
Intermediate Similarity	0.7361	NPC114102
Intermediate Similarity	0.7357	NPC217277
Intermediate Similarity	0.7351	NPC294249
Intermediate Similarity	0.7344	NPC305205
Intermediate Similarity	0.7343	NPC274717
Intermediate Similarity	0.7343	NPC155838
Intermediate Similarity	0.7342	NPC79328
Intermediate Similarity	0.7338	NPC290451
Intermediate Similarity	0.7338	NPC54972
Intermediate Similarity	0.7338	NPC127389
Intermediate Similarity	0.7333	NPC185541
Intermediate Similarity	0.7333	NPC303370
Intermediate Similarity	0.7333	NPC464
Intermediate Similarity	0.7329	NPC209377
Intermediate Similarity	0.7328	NPC75440
Intermediate Similarity	0.7328	NPC201959
Intermediate Similarity	0.7324	NPC301713
Intermediate Similarity	0.7319	NPC258979
Intermediate Similarity	0.7319	NPC115627
Intermediate Similarity	0.7319	NPC169207
Intermediate Similarity	0.7319	NPC93398
Intermediate Similarity	0.7319	NPC8283
Intermediate Similarity	0.7319	NPC118522
Intermediate Similarity	0.7313	NPC176730
Intermediate Similarity	0.7313	NPC123175
Intermediate Similarity	0.7312	NPC254700
Intermediate Similarity	0.731	NPC214869
Intermediate Similarity	0.731	NPC118419
Intermediate Similarity	0.7303	NPC185838
Intermediate Similarity	0.7299	NPC74821
Intermediate Similarity	0.7293	NPC266932
Intermediate Similarity	0.7293	NPC166837
Intermediate Similarity	0.7292	NPC195749
Intermediate Similarity	0.7292	NPC52029
Intermediate Similarity	0.7292	NPC5851

Drug Structure

NPD3054 OpenBabel08211702562D 25 26 0 0 1 0 0 0 0 0999 V2000 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -0.0000 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 7.7942 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -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 -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 0.8660 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 5.1962 -1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 3 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 0.0000 0.0000 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 2.5981 -1.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 N 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 2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 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 1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 14 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 17 2 0 0 0 0 7 17 1 0 0 0 0 8 10 1 0 0 0 0 8 15 2 0 0 0 0 9 11 2 0 0 0 0 9 15 1 0 0 0 0 10 16 2 0 0 0 0 11 16 1 0 0 0 0 12 13 1 0 0 0 0 12 22 1 0 0 0 0 13 19 1 0 0 0 0 14 18 1 0 0 0 0 14 19 1 0 0 0 0 15 18 1 0 0 0 0 16 20 1 0 0 0 0 17 22 1 0 0 0 0 18 21 1 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011775
DrugBank	DB08941
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number	395-28-8

Drug Properties

Molecular Weight	301.17
ALogP	-1.5321
MLogP	3
XLogP	3.737
HDA	2
HBD	3
Rotatable Bonds	11
TPSA	61.72
RO5 Violation	0