NPASS drugs

Drug Information

Drug ID:	NPD840
Drug Name:	Midodrine
Molecular Formula:	C12H18N2O4
Canonical SMILES:	COc1ccc(cc1C(CN=C(CN)O)O)OC
Standard InCHI:	InChI=1S/C12H18N2O4/c1-17-8-3-4-11(18-2)9(5-8)10(15)7-14-12(16)6-13/h3-5,10,15H,6-7,13H2,1-2H3,(H,14,16)
Standard InCHIKey:	PTKSEFOSCHHMPD-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD840

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	104
0.1-0.2	815
0.2-0.3	3270
0.3-0.4	9641
0.4-0.5	3614
0.5-0.6	8996
0.6-0.7	4140
0.7-0.8	304
0.8-0.85	6
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	0.8154	NPC53596
Intermediate Similarity	0.8154	NPC289330
Intermediate Similarity	0.8154	NPC160120
Intermediate Similarity	0.8154	NPC17388
Intermediate Similarity	0.8154	NPC471308
Intermediate Similarity	0.8065	NPC241549
Intermediate Similarity	0.7985	NPC95733
Intermediate Similarity	0.7985	NPC62101
Intermediate Similarity	0.797	NPC471314
Intermediate Similarity	0.797	NPC471315
Intermediate Similarity	0.7958	NPC477837
Intermediate Similarity	0.7958	NPC477838
Intermediate Similarity	0.7899	NPC329595
Intermediate Similarity	0.7899	NPC326599
Intermediate Similarity	0.7863	NPC283616
Intermediate Similarity	0.784	NPC186469
Intermediate Similarity	0.784	NPC233320
Intermediate Similarity	0.7829	NPC470837
Intermediate Similarity	0.7817	NPC41473
Intermediate Similarity	0.7817	NPC14600
Intermediate Similarity	0.7817	NPC204848
Intermediate Similarity	0.7817	NPC312770
Intermediate Similarity	0.7817	NPC160607
Intermediate Similarity	0.781	NPC153990
Intermediate Similarity	0.7794	NPC29477
Intermediate Similarity	0.7786	NPC137096
Intermediate Similarity	0.7778	NPC211218
Intermediate Similarity	0.7761	NPC211992
Intermediate Similarity	0.7737	NPC301713
Intermediate Similarity	0.7734	NPC21890
Intermediate Similarity	0.7714	NPC93882
Intermediate Similarity	0.7714	NPC130595
Intermediate Similarity	0.7714	NPC214869
Intermediate Similarity	0.7681	NPC251571
Intermediate Similarity	0.7669	NPC43275
Intermediate Similarity	0.766	NPC6854
Intermediate Similarity	0.766	NPC285078
Intermediate Similarity	0.766	NPC313737
Intermediate Similarity	0.7647	NPC13020
Intermediate Similarity	0.7647	NPC140359
Intermediate Similarity	0.7643	NPC114102
Intermediate Similarity	0.7639	NPC299583
Intermediate Similarity	0.7634	NPC301321
Intermediate Similarity	0.7626	NPC471321
Intermediate Similarity	0.7626	NPC471306
Intermediate Similarity	0.7612	NPC263835
Intermediate Similarity	0.7606	NPC218530
Intermediate Similarity	0.76	NPC130817
Intermediate Similarity	0.7597	NPC275627
Intermediate Similarity	0.7597	NPC166837
Intermediate Similarity	0.7594	NPC329980
Intermediate Similarity	0.7584	NPC115144
Intermediate Similarity	0.7584	NPC277857
Intermediate Similarity	0.7571	NPC195749
Intermediate Similarity	0.7571	NPC52029
Intermediate Similarity	0.7571	NPC35961
Intermediate Similarity	0.7519	NPC120075
Intermediate Similarity	0.7518	NPC308885
Intermediate Similarity	0.7518	NPC255550
Intermediate Similarity	0.75	NPC155838
Intermediate Similarity	0.7482	NPC322366
Intermediate Similarity	0.7465	NPC97870
Intermediate Similarity	0.7465	NPC247018
Intermediate Similarity	0.7465	NPC307123
Intermediate Similarity	0.7445	NPC298486
Intermediate Similarity	0.7442	NPC316052
Intermediate Similarity	0.7432	NPC178466
Intermediate Similarity	0.7432	NPC63628
Intermediate Similarity	0.7431	NPC264956
Intermediate Similarity	0.7431	NPC64205
Intermediate Similarity	0.7429	NPC186898
Intermediate Similarity	0.7429	NPC477839
Intermediate Similarity	0.7417	NPC471032
Intermediate Similarity	0.7417	NPC470935
Intermediate Similarity	0.741	NPC141739
Intermediate Similarity	0.741	NPC136112
Intermediate Similarity	0.7407	NPC283760
Intermediate Similarity	0.7405	NPC98372
Intermediate Similarity	0.7402	NPC42383
Intermediate Similarity	0.7397	NPC296898
Intermediate Similarity	0.7381	NPC68055
Intermediate Similarity	0.7368	NPC232165
Intermediate Similarity	0.7364	NPC169450
Intermediate Similarity	0.7364	NPC97811
Intermediate Similarity	0.7353	NPC232295
Intermediate Similarity	0.7353	NPC115627
Intermediate Similarity	0.7353	NPC169207
Intermediate Similarity	0.7353	NPC118522
Intermediate Similarity	0.7348	NPC26524
Intermediate Similarity	0.7347	NPC212850
Intermediate Similarity	0.7347	NPC189724
Intermediate Similarity	0.7347	NPC83289
Intermediate Similarity	0.7343	NPC471953
Intermediate Similarity	0.7343	NPC470392
Intermediate Similarity	0.7338	NPC275027
Intermediate Similarity	0.7338	NPC105513
Intermediate Similarity	0.7333	NPC5932
Intermediate Similarity	0.7324	NPC158477
Intermediate Similarity	0.7319	NPC270326
Intermediate Similarity	0.7319	NPC46586
Intermediate Similarity	0.7319	NPC188997
Intermediate Similarity	0.7319	NPC204535
Intermediate Similarity	0.7319	NPC77789
Intermediate Similarity	0.7319	NPC18128
Intermediate Similarity	0.7313	NPC154256
Intermediate Similarity	0.7313	NPC290470
Intermediate Similarity	0.7308	NPC37205
Intermediate Similarity	0.7308	NPC290566
Intermediate Similarity	0.7308	NPC145638
Intermediate Similarity	0.7308	NPC160931
Intermediate Similarity	0.7299	NPC473875
Intermediate Similarity	0.7299	NPC318357
Intermediate Similarity	0.7293	NPC142599
Intermediate Similarity	0.7285	NPC245974
Intermediate Similarity	0.7279	NPC32152
Intermediate Similarity	0.7279	NPC135961
Intermediate Similarity	0.7273	NPC474560
Intermediate Similarity	0.7273	NPC474920
Intermediate Similarity	0.7273	NPC228452
Intermediate Similarity	0.7266	NPC474130
Intermediate Similarity	0.7266	NPC261992
Intermediate Similarity	0.7266	NPC318777
Intermediate Similarity	0.7255	NPC182119
Intermediate Similarity	0.7244	NPC178902
Intermediate Similarity	0.7239	NPC317254
Intermediate Similarity	0.7239	NPC303370
Intermediate Similarity	0.7239	NPC213
Intermediate Similarity	0.7239	NPC10286
Intermediate Similarity	0.7239	NPC808
Intermediate Similarity	0.7234	NPC323775
Intermediate Similarity	0.7234	NPC236347
Intermediate Similarity	0.7231	NPC146530
Intermediate Similarity	0.7226	NPC321133
Intermediate Similarity	0.7226	NPC474131
Intermediate Similarity	0.7222	NPC158078
Intermediate Similarity	0.7222	NPC274732
Intermediate Similarity	0.7211	NPC471316
Intermediate Similarity	0.7211	NPC231163
Intermediate Similarity	0.7211	NPC318591
Intermediate Similarity	0.7209	NPC30416
Intermediate Similarity	0.7209	NPC231705
Intermediate Similarity	0.7203	NPC97326
Intermediate Similarity	0.7203	NPC262641
Intermediate Similarity	0.72	NPC88420
Intermediate Similarity	0.7194	NPC474864
Intermediate Similarity	0.7185	NPC150624
Intermediate Similarity	0.7183	NPC191302
Intermediate Similarity	0.7183	NPC157740
Intermediate Similarity	0.7183	NPC99798
Intermediate Similarity	0.7183	NPC291847
Intermediate Similarity	0.7181	NPC204546
Intermediate Similarity	0.7176	NPC474272
Intermediate Similarity	0.7176	NPC473524
Intermediate Similarity	0.7176	NPC258056
Intermediate Similarity	0.7174	NPC277798
Intermediate Similarity	0.7174	NPC96423
Intermediate Similarity	0.7174	NPC183262
Intermediate Similarity	0.7174	NPC100108
Intermediate Similarity	0.7174	NPC475529
Intermediate Similarity	0.7164	NPC118202
Intermediate Similarity	0.7163	NPC131397
Intermediate Similarity	0.7163	NPC477213
Intermediate Similarity	0.7163	NPC476254
Intermediate Similarity	0.7163	NPC320242
Intermediate Similarity	0.7162	NPC197921
Intermediate Similarity	0.7154	NPC194034
Intermediate Similarity	0.7154	NPC474352
Intermediate Similarity	0.7154	NPC142297
Intermediate Similarity	0.7153	NPC256369
Intermediate Similarity	0.7153	NPC121866
Intermediate Similarity	0.7153	NPC24474
Intermediate Similarity	0.7153	NPC311595
Intermediate Similarity	0.7152	NPC247298
Intermediate Similarity	0.7152	NPC206736
Intermediate Similarity	0.7152	NPC195766
Intermediate Similarity	0.7143	NPC100870
Intermediate Similarity	0.7133	NPC100478
Intermediate Similarity	0.7133	NPC147247
Intermediate Similarity	0.7133	NPC40377
Intermediate Similarity	0.7133	NPC222039
Intermediate Similarity	0.7133	NPC246974
Intermediate Similarity	0.7132	NPC33270
Intermediate Similarity	0.7132	NPC69261
Intermediate Similarity	0.7122	NPC474862
Intermediate Similarity	0.7122	NPC470804
Intermediate Similarity	0.7122	NPC476343
Intermediate Similarity	0.7122	NPC285289
Intermediate Similarity	0.7121	NPC137685
Intermediate Similarity	0.7121	NPC168657
Intermediate Similarity	0.7121	NPC474149
Intermediate Similarity	0.7114	NPC91953
Intermediate Similarity	0.7114	NPC469360
Intermediate Similarity	0.7113	NPC251466
Intermediate Similarity	0.7113	NPC156944
Intermediate Similarity	0.7113	NPC112596
Intermediate Similarity	0.7111	NPC473718
Intermediate Similarity	0.7107	NPC329837
Intermediate Similarity	0.7105	NPC313414
Intermediate Similarity	0.7105	NPC5462
Intermediate Similarity	0.7101	NPC148615

Drug Structure

NPD840 OpenBabel08201723412D 22 22 0 0 1 0 0 0 0 0999 V2000 0.8660 3.5000 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 0.8660 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 -0.8660 1.5000 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 0.5000 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 -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 3 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 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 O 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 3.0000 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 -5.1962 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 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 -2.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 18 1 0 0 0 0 3 4 2 0 0 0 0 3 8 1 0 0 0 0 4 11 1 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 6 12 1 0 0 0 0 6 13 1 0 0 0 0 7 10 1 0 0 0 0 7 14 1 0 0 0 0 8 17 1 0 0 0 0 9 10 1 0 0 0 0 9 11 2 0 0 0 0 10 15 1 0 0 0 0 11 18 1 0 0 0 0 12 14 2 3 0 0 0 12 16 1 0 0 0 0 13 19 1 0 0 0 0 13 20 1 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000229
DrugBank	DB00211
ChEMBL	CHEMBL1201212
IUPHAR/BPS	7240
PharmaGKB	PA164749381
KEGG Drug
PubChem CID	4195
ChEBI	6933
CAS Number	42794-76-3

Drug Properties

Molecular Weight	254.13
ALogP	-1.8602
MLogP	2.12
XLogP	-0.261
HDA	4
HBD	3
Rotatable Bonds	11
TPSA	97.3
RO5 Violation	0