NPASS drugs

Drug Information

Drug ID:	NPD9613
Drug Name:	Phenylephrine Bitartrate
Molecular Formula:	C9H13NO2.C4H6O6
Canonical SMILES:	OC(C(C(=O)O)O)C(=O)O.CNC[C@@H](c1cccc(c1)O)O
Standard InCHI:	InChI=1S/C9H13NO2.C4H6O6/c1-10-6-9(12)7-3-2-4-8(11)5-7;5-1(3(7)8)2(6)4(9)10/h2-5,9-12H,6H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/t9-;/m0./s1
Standard InCHIKey:	NHKOTKKHHYKARN-FVGYRXGTSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD9613

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	88
0.1-0.2	694
0.2-0.3	3514
0.3-0.4	9384
0.4-0.5	6985
0.5-0.6	8050
0.6-0.7	1902
0.7-0.8	242
0.8-0.85	17
0.85-0.9	8
0.9-0.95	5
0.95-1	1

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	1.0	NPC137096
High Similarity	0.916	NPC236347
High Similarity	0.916	NPC323775
High Similarity	0.9115	NPC10286
High Similarity	0.9115	NPC213
High Similarity	0.9	NPC322366
High Similarity	0.8718	NPC85276
High Similarity	0.8716	NPC68055
High Similarity	0.8624	NPC327226
High Similarity	0.8584	NPC145638
High Similarity	0.8584	NPC290566
High Similarity	0.8571	NPC169207
High Similarity	0.8571	NPC118522
High Similarity	0.8571	NPC115627
Intermediate Similarity	0.8468	NPC226778
Intermediate Similarity	0.8468	NPC304761
Intermediate Similarity	0.8468	NPC150254
Intermediate Similarity	0.8468	NPC147000
Intermediate Similarity	0.8205	NPC146422
Intermediate Similarity	0.8203	NPC208757
Intermediate Similarity	0.8108	NPC125732
Intermediate Similarity	0.8073	NPC20142
Intermediate Similarity	0.8073	NPC215351
Intermediate Similarity	0.8036	NPC289381
Intermediate Similarity	0.8036	NPC155847
Intermediate Similarity	0.8018	NPC474073
Intermediate Similarity	0.8018	NPC164514
Intermediate Similarity	0.8018	NPC108606
Intermediate Similarity	0.8018	NPC226096
Intermediate Similarity	0.8018	NPC303611
Intermediate Similarity	0.8018	NPC290515
Intermediate Similarity	0.7984	NPC329595
Intermediate Similarity	0.7984	NPC326599
Intermediate Similarity	0.7876	NPC214200
Intermediate Similarity	0.7876	NPC228400
Intermediate Similarity	0.7874	NPC318965
Intermediate Similarity	0.7798	NPC312304
Intermediate Similarity	0.7778	NPC298486
Intermediate Similarity	0.7769	NPC142599
Intermediate Similarity	0.7739	NPC178902
Intermediate Similarity	0.7719	NPC29601
Intermediate Similarity	0.7719	NPC174911
Intermediate Similarity	0.7717	NPC307020
Intermediate Similarity	0.7717	NPC13020
Intermediate Similarity	0.7717	NPC140359
Intermediate Similarity	0.7667	NPC21890
Intermediate Similarity	0.7658	NPC325292
Intermediate Similarity	0.7658	NPC138117
Intermediate Similarity	0.7652	NPC33338
Intermediate Similarity	0.7652	NPC300020
Intermediate Similarity	0.7652	NPC302171
Intermediate Similarity	0.7647	NPC316052
Intermediate Similarity	0.7615	NPC27974
Intermediate Similarity	0.76	NPC283760
Intermediate Similarity	0.7586	NPC235762
Intermediate Similarity	0.7586	NPC471228
Intermediate Similarity	0.7565	NPC130103
Intermediate Similarity	0.7565	NPC294741
Intermediate Similarity	0.7542	NPC231705
Intermediate Similarity	0.7522	NPC313650
Intermediate Similarity	0.7521	NPC475225
Intermediate Similarity	0.75	NPC214988
Intermediate Similarity	0.75	NPC258056
Intermediate Similarity	0.75	NPC106551
Intermediate Similarity	0.75	NPC188867
Intermediate Similarity	0.75	NPC281686
Intermediate Similarity	0.75	NPC172046
Intermediate Similarity	0.7479	NPC142297
Intermediate Similarity	0.7477	NPC300017
Intermediate Similarity	0.7466	NPC37205
Intermediate Similarity	0.7466	NPC160931
Intermediate Similarity	0.7462	NPC141739
Intermediate Similarity	0.7462	NPC320242
Intermediate Similarity	0.7462	NPC136112
Intermediate Similarity	0.7458	NPC471350
Intermediate Similarity	0.7442	NPC318777
Intermediate Similarity	0.744	NPC120075
Intermediate Similarity	0.7438	NPC474149
Intermediate Similarity	0.7417	NPC153690
Intermediate Similarity	0.7391	NPC168861
Intermediate Similarity	0.7391	NPC107619
Intermediate Similarity	0.7391	NPC152097
Intermediate Similarity	0.7391	NPC88420
Intermediate Similarity	0.7388	NPC88667
Intermediate Similarity	0.7377	NPC163674
Intermediate Similarity	0.7373	NPC323810
Intermediate Similarity	0.7355	NPC24777
Intermediate Similarity	0.7355	NPC473524
Intermediate Similarity	0.735	NPC110764
Intermediate Similarity	0.7348	NPC161593
Intermediate Similarity	0.7348	NPC145888
Intermediate Similarity	0.7348	NPC16031
Intermediate Similarity	0.7345	NPC29373
Intermediate Similarity	0.7345	NPC3358
Intermediate Similarity	0.7345	NPC306884
Intermediate Similarity	0.7345	NPC162314
Intermediate Similarity	0.7345	NPC147284
Intermediate Similarity	0.7345	NPC94139
Intermediate Similarity	0.7345	NPC210497
Intermediate Similarity	0.7345	NPC55903
Intermediate Similarity	0.7339	NPC118202
Intermediate Similarity	0.7339	NPC150837
Intermediate Similarity	0.7338	NPC204546
Intermediate Similarity	0.7333	NPC305603
Intermediate Similarity	0.7333	NPC267237
Intermediate Similarity	0.7333	NPC61033
Intermediate Similarity	0.7333	NPC474352
Intermediate Similarity	0.7333	NPC66834
Intermediate Similarity	0.7333	NPC186469
Intermediate Similarity	0.7328	NPC260775
Intermediate Similarity	0.7323	NPC239697
Intermediate Similarity	0.7321	NPC192
Intermediate Similarity	0.7319	NPC170170
Intermediate Similarity	0.7319	NPC219233
Intermediate Similarity	0.7319	NPC211468
Intermediate Similarity	0.7311	NPC42383
Intermediate Similarity	0.7297	NPC104216
Intermediate Similarity	0.7293	NPC271808
Intermediate Similarity	0.7287	NPC474862
Intermediate Similarity	0.7281	NPC245187
Intermediate Similarity	0.728	NPC317254
Intermediate Similarity	0.7273	NPC24101
Intermediate Similarity	0.7273	NPC97811
Intermediate Similarity	0.7273	NPC96224
Intermediate Similarity	0.7266	NPC323123
Intermediate Similarity	0.7265	NPC12931
Intermediate Similarity	0.7265	NPC48730
Intermediate Similarity	0.7265	NPC129373
Intermediate Similarity	0.7265	NPC248396
Intermediate Similarity	0.7265	NPC130756
Intermediate Similarity	0.7265	NPC70677
Intermediate Similarity	0.7259	NPC247018
Intermediate Similarity	0.7259	NPC307123
Intermediate Similarity	0.7259	NPC97870
Intermediate Similarity	0.7259	NPC149379
Intermediate Similarity	0.7258	NPC59387
Intermediate Similarity	0.7257	NPC231150
Intermediate Similarity	0.7246	NPC318591
Intermediate Similarity	0.7246	NPC231163
Intermediate Similarity	0.7241	NPC475078
Intermediate Similarity	0.7239	NPC262641
Intermediate Similarity	0.7227	NPC12278
Intermediate Similarity	0.7227	NPC130817
Intermediate Similarity	0.7226	NPC64205
Intermediate Similarity	0.7217	NPC274678
Intermediate Similarity	0.7209	NPC284078
Intermediate Similarity	0.7207	NPC307235
Intermediate Similarity	0.7207	NPC23167
Intermediate Similarity	0.7207	NPC407
Intermediate Similarity	0.7188	NPC268572
Intermediate Similarity	0.7183	NPC294249
Intermediate Similarity	0.7179	NPC216468
Intermediate Similarity	0.7179	NPC132078
Intermediate Similarity	0.7179	NPC131587
Intermediate Similarity	0.7179	NPC78119
Intermediate Similarity	0.7179	NPC51333
Intermediate Similarity	0.7179	NPC128723
Intermediate Similarity	0.7176	NPC217277
Intermediate Similarity	0.7174	NPC470249
Intermediate Similarity	0.7168	NPC47950
Intermediate Similarity	0.7168	NPC300478
Intermediate Similarity	0.7165	NPC283468
Intermediate Similarity	0.7164	NPC471321
Intermediate Similarity	0.7164	NPC471306
Intermediate Similarity	0.7155	NPC312132
Intermediate Similarity	0.7155	NPC259512
Intermediate Similarity	0.7154	NPC211992
Intermediate Similarity	0.7154	NPC27581
Intermediate Similarity	0.7143	NPC108497
Intermediate Similarity	0.7143	NPC25493
Intermediate Similarity	0.7143	NPC113460
Intermediate Similarity	0.7143	NPC321561
Intermediate Similarity	0.7143	NPC19680
Intermediate Similarity	0.7132	NPC17388
Intermediate Similarity	0.7132	NPC53596
Intermediate Similarity	0.7132	NPC321133
Intermediate Similarity	0.7132	NPC160120
Intermediate Similarity	0.7132	NPC289330
Intermediate Similarity	0.7132	NPC471308
Intermediate Similarity	0.713	NPC76938
Intermediate Similarity	0.7122	NPC48202
Intermediate Similarity	0.7121	NPC95733
Intermediate Similarity	0.7121	NPC62101
Intermediate Similarity	0.712	NPC26524
Intermediate Similarity	0.7119	NPC72729
Intermediate Similarity	0.7119	NPC166761
Intermediate Similarity	0.7119	NPC213730
Intermediate Similarity	0.7117	NPC155393
Intermediate Similarity	0.7117	NPC197783
Intermediate Similarity	0.7109	NPC317784
Intermediate Similarity	0.7109	NPC122009
Intermediate Similarity	0.7109	NPC142638
Intermediate Similarity	0.7105	NPC304541
Intermediate Similarity	0.7094	NPC109955
Intermediate Similarity	0.7094	NPC79241
Intermediate Similarity	0.7094	NPC6597
Intermediate Similarity	0.709	NPC153990
Intermediate Similarity	0.709	NPC477839
Intermediate Similarity	0.7087	NPC82963
Intermediate Similarity	0.7083	NPC475580

Drug Structure

NPD9613 OpenBabel08211713452D 29 28 0 0 1 0 0 0 0 0999 V2000 4.8301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.8301 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.1603 -2.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 9.2942 -2.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 11.0263 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1603 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.0263 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.8923 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.0263 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.1603 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.8923 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 7 1 0 0 0 0 4 8 2 0 0 0 0 5 7 2 0 0 0 0 5 8 1 0 0 0 0 6 10 1 0 0 0 0 7 9 1 0 0 0 0 8 11 1 0 0 0 0 9 6 1 6 0 0 0 9 12 1 0 0 0 0 10 23 1 0 0 0 0 11 24 1 0 0 0 0 12 25 1 0 0 0 0 13 14 1 0 0 0 0 13 15 1 0 0 0 0 13 17 1 0 0 0 0 14 16 1 0 0 0 0 14 18 1 0 0 0 0 15 19 2 0 0 0 0 15 20 1 0 0 0 0 16 21 2 0 0 0 0 16 22 1 0 0 0 0 17 26 1 0 0 0 0 18 27 1 0 0 0 0 20 28 1 0 0 0 0 22 29 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	167.09
ALogP	-1.2775
MLogP	2.12
XLogP	0.464
HDA	2
HBD	3
Rotatable Bonds	6
TPSA	52.49
RO5 Violation	0