NPASS drugs

Drug Information

Drug ID:	NPD5311
Drug Name:	Dopexamine
Molecular Formula:	C22H32N2O2
Canonical SMILES:	Oc1cc(CCNCCCCCCNCCc2ccccc2)ccc1O
Standard InCHI:	InChI=1S/C22H32N2O2/c25-21-11-10-20(18-22(21)26)13-17-24-15-7-2-1-6-14-23-16-12-19-8-4-3-5-9-19/h3-5,8-11,18,23-26H,1-2,6-7,12-17H2
Standard InCHIKey:	RYBJORHCUPVNMB-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5311

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	143
0.1-0.2	959
0.2-0.3	4519
0.3-0.4	8482
0.4-0.5	5238
0.5-0.6	8140
0.6-0.7	3001
0.7-0.8	383
0.8-0.85	13
0.85-0.9	9
0.9-0.95	3
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	0.9262	NPC318965
High Similarity	0.9237	NPC85276
High Similarity	0.904	NPC271808
High Similarity	0.8889	NPC146422
High Similarity	0.8712	NPC219233
High Similarity	0.8712	NPC211468
High Similarity	0.8712	NPC170170
High Similarity	0.8647	NPC323123
High Similarity	0.8583	NPC236347
High Similarity	0.8583	NPC323775
High Similarity	0.8537	NPC268572
High Similarity	0.8525	NPC283468
Intermediate Similarity	0.8455	NPC122009
Intermediate Similarity	0.8397	NPC302171
Intermediate Similarity	0.8397	NPC33338
Intermediate Similarity	0.8397	NPC300020
Intermediate Similarity	0.832	NPC115627
Intermediate Similarity	0.832	NPC169207
Intermediate Similarity	0.832	NPC118522
Intermediate Similarity	0.8279	NPC142599
Intermediate Similarity	0.812	NPC68055
Intermediate Similarity	0.811	NPC284078
Intermediate Similarity	0.808	NPC137096
Intermediate Similarity	0.8062	NPC13020
Intermediate Similarity	0.8062	NPC140359
Intermediate Similarity	0.7986	NPC76213
Intermediate Similarity	0.7986	NPC277669
Intermediate Similarity	0.7984	NPC298486
Intermediate Similarity	0.7966	NPC196479
Intermediate Similarity	0.7926	NPC267237
Intermediate Similarity	0.7923	NPC318777
Intermediate Similarity	0.7914	NPC323204
Intermediate Similarity	0.7899	NPC471511
Intermediate Similarity	0.7877	NPC477564
Intermediate Similarity	0.7877	NPC2295
Intermediate Similarity	0.7869	NPC55617
Intermediate Similarity	0.7869	NPC62258
Intermediate Similarity	0.7869	NPC228343
Intermediate Similarity	0.7869	NPC254833
Intermediate Similarity	0.7863	NPC125732
Intermediate Similarity	0.7852	NPC214869
Intermediate Similarity	0.7847	NPC207824
Intermediate Similarity	0.7847	NPC60538
Intermediate Similarity	0.7833	NPC239291
Intermediate Similarity	0.782	NPC251571
Intermediate Similarity	0.782	NPC16031
Intermediate Similarity	0.782	NPC161593
Intermediate Similarity	0.782	NPC145888
Intermediate Similarity	0.7805	NPC120982
Intermediate Similarity	0.7805	NPC147634
Intermediate Similarity	0.7805	NPC226401
Intermediate Similarity	0.7805	NPC79793
Intermediate Similarity	0.7805	NPC174096
Intermediate Similarity	0.7797	NPC223393
Intermediate Similarity	0.7787	NPC96224
Intermediate Similarity	0.7787	NPC24101
Intermediate Similarity	0.7778	NPC114102
Intermediate Similarity	0.7778	NPC109955
Intermediate Similarity	0.7778	NPC10286
Intermediate Similarity	0.7778	NPC213
Intermediate Similarity	0.7761	NPC155838
Intermediate Similarity	0.7752	NPC252817
Intermediate Similarity	0.7746	NPC294249
Intermediate Similarity	0.7742	NPC297657
Intermediate Similarity	0.7742	NPC179002
Intermediate Similarity	0.7742	NPC187583
Intermediate Similarity	0.7742	NPC257430
Intermediate Similarity	0.7721	NPC149379
Intermediate Similarity	0.7704	NPC195749
Intermediate Similarity	0.7704	NPC52029
Intermediate Similarity	0.7704	NPC35961
Intermediate Similarity	0.7698	NPC214988
Intermediate Similarity	0.7687	NPC153990
Intermediate Similarity	0.7681	NPC6913
Intermediate Similarity	0.7674	NPC283760
Intermediate Similarity	0.7647	NPC155847
Intermediate Similarity	0.7647	NPC326599
Intermediate Similarity	0.7647	NPC329595
Intermediate Similarity	0.7647	NPC289381
Intermediate Similarity	0.7642	NPC153690
Intermediate Similarity	0.7642	NPC233835
Intermediate Similarity	0.7623	NPC477814
Intermediate Similarity	0.7612	NPC301713
Intermediate Similarity	0.7612	NPC322366
Intermediate Similarity	0.7591	NPC88667
Intermediate Similarity	0.7589	NPC168861
Intermediate Similarity	0.7586	NPC191376
Intermediate Similarity	0.7586	NPC179825
Intermediate Similarity	0.7586	NPC321505
Intermediate Similarity	0.7583	NPC110764
Intermediate Similarity	0.7582	NPC4138
Intermediate Similarity	0.7582	NPC284183
Intermediate Similarity	0.7582	NPC121275
Intermediate Similarity	0.7581	NPC290566
Intermediate Similarity	0.7581	NPC258056
Intermediate Similarity	0.7581	NPC145638
Intermediate Similarity	0.7578	NPC82963
Intermediate Similarity	0.7571	NPC193528
Intermediate Similarity	0.7561	NPC142297
Intermediate Similarity	0.7559	NPC120280
Intermediate Similarity	0.7556	NPC172403
Intermediate Similarity	0.7556	NPC477839
Intermediate Similarity	0.7556	NPC186898
Intermediate Similarity	0.7536	NPC313737
Intermediate Similarity	0.7536	NPC285078
Intermediate Similarity	0.7536	NPC6854
Intermediate Similarity	0.7534	NPC246587
Intermediate Similarity	0.7534	NPC135538
Intermediate Similarity	0.7534	NPC147390
Intermediate Similarity	0.7534	NPC476571
Intermediate Similarity	0.7534	NPC24233
Intermediate Similarity	0.7534	NPC428
Intermediate Similarity	0.752	NPC474149
Intermediate Similarity	0.7519	NPC120075
Intermediate Similarity	0.7519	NPC311737
Intermediate Similarity	0.7519	NPC38458
Intermediate Similarity	0.75	NPC29601
Intermediate Similarity	0.75	NPC231884
Intermediate Similarity	0.75	NPC167944
Intermediate Similarity	0.75	NPC301050
Intermediate Similarity	0.75	NPC131204
Intermediate Similarity	0.75	NPC42793
Intermediate Similarity	0.7483	NPC477565
Intermediate Similarity	0.7483	NPC103379
Intermediate Similarity	0.7481	NPC321561
Intermediate Similarity	0.748	NPC231705
Intermediate Similarity	0.7464	NPC93882
Intermediate Similarity	0.7464	NPC208757
Intermediate Similarity	0.7464	NPC130595
Intermediate Similarity	0.746	NPC268032
Intermediate Similarity	0.7459	NPC12278
Intermediate Similarity	0.7459	NPC120719
Intermediate Similarity	0.7458	NPC32714
Intermediate Similarity	0.7458	NPC107522
Intermediate Similarity	0.7458	NPC274678
Intermediate Similarity	0.7452	NPC475215
Intermediate Similarity	0.7452	NPC108434
Intermediate Similarity	0.7448	NPC185838
Intermediate Similarity	0.7447	NPC160607
Intermediate Similarity	0.7447	NPC41473
Intermediate Similarity	0.7447	NPC312770
Intermediate Similarity	0.7447	NPC204848
Intermediate Similarity	0.7447	NPC14600
Intermediate Similarity	0.7445	NPC262641
Intermediate Similarity	0.7442	NPC61062
Intermediate Similarity	0.7442	NPC277394
Intermediate Similarity	0.7442	NPC299252
Intermediate Similarity	0.744	NPC71266
Intermediate Similarity	0.7419	NPC35627
Intermediate Similarity	0.7419	NPC81247
Intermediate Similarity	0.7419	NPC176527
Intermediate Similarity	0.7419	NPC476573
Intermediate Similarity	0.7417	NPC131587
Intermediate Similarity	0.741	NPC160692
Intermediate Similarity	0.7405	NPC217174
Intermediate Similarity	0.7402	NPC51698
Intermediate Similarity	0.7394	NPC299583
Intermediate Similarity	0.7394	NPC231572
Intermediate Similarity	0.7391	NPC326966
Intermediate Similarity	0.7389	NPC109925
Intermediate Similarity	0.7388	NPC307020
Intermediate Similarity	0.7385	NPC175799
Intermediate Similarity	0.7385	NPC200988
Intermediate Similarity	0.7385	NPC86947
Intermediate Similarity	0.7385	NPC610
Intermediate Similarity	0.7385	NPC145023
Intermediate Similarity	0.7377	NPC178902
Intermediate Similarity	0.7373	NPC151715
Intermediate Similarity	0.7373	NPC76938
Intermediate Similarity	0.7372	NPC325651
Intermediate Similarity	0.7364	NPC317254
Intermediate Similarity	0.7361	NPC222039
Intermediate Similarity	0.7361	NPC100478
Intermediate Similarity	0.736	NPC105727
Intermediate Similarity	0.736	NPC34864
Intermediate Similarity	0.736	NPC114392
Intermediate Similarity	0.736	NPC58427
Intermediate Similarity	0.7357	NPC218530
Intermediate Similarity	0.7348	NPC475245
Intermediate Similarity	0.7347	NPC476151
Intermediate Similarity	0.7344	NPC471485
Intermediate Similarity	0.7338	NPC247251
Intermediate Similarity	0.7329	NPC5462
Intermediate Similarity	0.7328	NPC144343
Intermediate Similarity	0.7328	NPC86198
Intermediate Similarity	0.7328	NPC470626
Intermediate Similarity	0.7324	NPC253429
Intermediate Similarity	0.7323	NPC280382
Intermediate Similarity	0.7319	NPC89769
Intermediate Similarity	0.7319	NPC259665
Intermediate Similarity	0.7319	NPC126859
Intermediate Similarity	0.7315	NPC97221
Intermediate Similarity	0.7315	NPC192768
Intermediate Similarity	0.7315	NPC88249
Intermediate Similarity	0.7315	NPC220858
Intermediate Similarity	0.7315	NPC151895
Intermediate Similarity	0.7311	NPC26244
Intermediate Similarity	0.7305	NPC11147
Intermediate Similarity	0.7303	NPC37205
Intermediate Similarity	0.7303	NPC160931

Drug Structure

NPD5311 OpenBabel08211706322D 30 31 0 0 0 0 0 0 0 0999 V2000 -6.9282 1.0000 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 -12.9904 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.9904 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 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 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 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 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 -10.3923 3.0000 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 -8.6603 1.0000 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 -9.5263 2.5000 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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 2.5000 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 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 N 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 -10.3923 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 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 1.7321 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 6 1 0 0 0 0 2 7 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 14 1 0 0 0 0 7 15 1 0 0 0 0 8 19 2 0 0 0 0 9 19 1 0 0 0 0 10 11 2 0 0 0 0 10 20 1 0 0 0 0 11 21 1 0 0 0 0 12 16 1 0 0 0 0 12 19 1 0 0 0 0 13 17 1 0 0 0 0 13 20 1 0 0 0 0 14 23 1 0 0 0 0 15 24 1 0 0 0 0 16 23 1 0 0 0 0 17 24 1 0 0 0 0 18 20 2 0 0 0 0 18 22 1 0 0 0 0 21 22 2 0 0 0 0 21 25 1 0 0 0 0 22 26 1 0 0 0 0 23 27 1 0 0 0 0 24 28 1 0 0 0 0 25 29 1 0 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001469
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	55483
ChEBI
CAS Number

Drug Properties

Molecular Weight	356.25
ALogP	-2.3558
MLogP	3.44
XLogP	5.694
HDA	2
HBD	4
Rotatable Bonds	15
TPSA	64.52
RO5 Violation	2