NPASS drugs

Drug Information

Drug ID:	NPD9614
Drug Name:	Metaraminol Bitartrate
Molecular Formula:	C9H13NO2.C4H6O6
Canonical SMILES:	OC(C(C(=O)O)O)C(=O)O.C[C@@H]([C@@H](c1cccc(c1)O)O)N
Standard InCHI:	InChI=1S/C9H13NO2.C4H6O6/c1-6(10)9(12)7-3-2-4-8(11)5-7;5-1(3(7)8)2(6)4(9)10/h2-6,9,11-12H,10H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/t6-,9-;/m0./s1
Standard InCHIKey:	VENXSELNXQXCNT-YDYUUSCQSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD9614

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	89
0.1-0.2	651
0.2-0.3	3315
0.3-0.4	9658
0.4-0.5	6194
0.5-0.6	8347
0.6-0.7	2269
0.7-0.8	335
0.8-0.85	18
0.85-0.9	13
0.9-0.95	1
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	0.9196	NPC137096
High Similarity	0.8962	NPC68055
High Similarity	0.8818	NPC145638
High Similarity	0.8818	NPC290566
High Similarity	0.8793	NPC115627
High Similarity	0.8793	NPC118522
High Similarity	0.8793	NPC169207
High Similarity	0.8585	NPC303611
High Similarity	0.8585	NPC164514
High Similarity	0.8585	NPC108606
High Similarity	0.8585	NPC226096
High Similarity	0.8585	NPC290515
High Similarity	0.8522	NPC213
High Similarity	0.8522	NPC10286
Intermediate Similarity	0.8443	NPC322366
Intermediate Similarity	0.8443	NPC236347
Intermediate Similarity	0.8443	NPC323775
Intermediate Similarity	0.8421	NPC146422
Intermediate Similarity	0.8333	NPC125732
Intermediate Similarity	0.8333	NPC21890
Intermediate Similarity	0.8302	NPC20142
Intermediate Similarity	0.8302	NPC215351
Intermediate Similarity	0.8241	NPC474073
Intermediate Similarity	0.8198	NPC150254
Intermediate Similarity	0.8198	NPC304761
Intermediate Similarity	0.8198	NPC226778
Intermediate Similarity	0.8198	NPC147000
Intermediate Similarity	0.8175	NPC329595
Intermediate Similarity	0.8175	NPC326599
Intermediate Similarity	0.8151	NPC85276
Intermediate Similarity	0.8019	NPC312304
Intermediate Similarity	0.8018	NPC327226
Intermediate Similarity	0.7983	NPC188867
Intermediate Similarity	0.7983	NPC281686
Intermediate Similarity	0.7983	NPC106551
Intermediate Similarity	0.7969	NPC88667
Intermediate Similarity	0.7969	NPC208757
Intermediate Similarity	0.7937	NPC145888
Intermediate Similarity	0.7937	NPC16031
Intermediate Similarity	0.7937	NPC161593
Intermediate Similarity	0.7934	NPC283760
Intermediate Similarity	0.7928	NPC29601
Intermediate Similarity	0.7928	NPC174911
Intermediate Similarity	0.7903	NPC140359
Intermediate Similarity	0.7903	NPC13020
Intermediate Similarity	0.787	NPC138117
Intermediate Similarity	0.787	NPC325292
Intermediate Similarity	0.783	NPC27974
Intermediate Similarity	0.7815	NPC142599
Intermediate Similarity	0.7788	NPC471228
Intermediate Similarity	0.7788	NPC235762
Intermediate Similarity	0.7788	NPC178902
Intermediate Similarity	0.7787	NPC239697
Intermediate Similarity	0.7768	NPC130103
Intermediate Similarity	0.7768	NPC155847
Intermediate Similarity	0.7768	NPC289381
Intermediate Similarity	0.7768	NPC294741
Intermediate Similarity	0.7768	NPC228400
Intermediate Similarity	0.7768	NPC214200
Intermediate Similarity	0.7759	NPC97811
Intermediate Similarity	0.7742	NPC211992
Intermediate Similarity	0.7727	NPC313650
Intermediate Similarity	0.7719	NPC475225
Intermediate Similarity	0.7692	NPC316052
Intermediate Similarity	0.7692	NPC172046
Intermediate Similarity	0.7685	NPC300017
Intermediate Similarity	0.7667	NPC118202
Intermediate Similarity	0.7652	NPC64205
Intermediate Similarity	0.7652	NPC471350
Intermediate Similarity	0.7623	NPC120075
Intermediate Similarity	0.7619	NPC318777
Intermediate Similarity	0.7619	NPC307020
Intermediate Similarity	0.7603	NPC317254
Intermediate Similarity	0.76	NPC474862
Intermediate Similarity	0.7589	NPC88420
Intermediate Similarity	0.7589	NPC152097
Intermediate Similarity	0.7589	NPC107619
Intermediate Similarity	0.7586	NPC231705
Intermediate Similarity	0.7583	NPC26524
Intermediate Similarity	0.7578	NPC321561
Intermediate Similarity	0.7565	NPC323810
Intermediate Similarity	0.7561	NPC142638
Intermediate Similarity	0.7561	NPC317784
Intermediate Similarity	0.7557	NPC33338
Intermediate Similarity	0.7557	NPC302171
Intermediate Similarity	0.7557	NPC300020
Intermediate Similarity	0.7547	NPC150837
Intermediate Similarity	0.7545	NPC306884
Intermediate Similarity	0.7545	NPC162314
Intermediate Similarity	0.7545	NPC29373
Intermediate Similarity	0.7545	NPC3358
Intermediate Similarity	0.7545	NPC147284
Intermediate Similarity	0.7545	NPC55903
Intermediate Similarity	0.7545	NPC94139
Intermediate Similarity	0.7545	NPC210497
Intermediate Similarity	0.7544	NPC110764
Intermediate Similarity	0.7542	NPC473524
Intermediate Similarity	0.7542	NPC258056
Intermediate Similarity	0.7523	NPC192
Intermediate Similarity	0.7522	NPC260775
Intermediate Similarity	0.7521	NPC305603
Intermediate Similarity	0.7521	NPC186469
Intermediate Similarity	0.7521	NPC61033
Intermediate Similarity	0.7521	NPC474352
Intermediate Similarity	0.7521	NPC142297
Intermediate Similarity	0.7521	NPC66834
Intermediate Similarity	0.75	NPC42383
Intermediate Similarity	0.75	NPC66518
Intermediate Similarity	0.75	NPC104216
Intermediate Similarity	0.7479	NPC474149
Intermediate Similarity	0.7477	NPC245187
Intermediate Similarity	0.746	NPC27581
Intermediate Similarity	0.7458	NPC153690
Intermediate Similarity	0.7456	NPC130756
Intermediate Similarity	0.7456	NPC248396
Intermediate Similarity	0.7456	NPC129373
Intermediate Similarity	0.7456	NPC12931
Intermediate Similarity	0.7456	NPC48730
Intermediate Similarity	0.7456	NPC70677
Intermediate Similarity	0.7455	NPC231150
Intermediate Similarity	0.7438	NPC59387
Intermediate Similarity	0.7434	NPC475078
Intermediate Similarity	0.7417	NPC163674
Intermediate Similarity	0.7414	NPC12278
Intermediate Similarity	0.7414	NPC130817
Intermediate Similarity	0.7411	NPC274678
Intermediate Similarity	0.7407	NPC23167
Intermediate Similarity	0.7407	NPC307235
Intermediate Similarity	0.7407	NPC407
Intermediate Similarity	0.7398	NPC82963
Intermediate Similarity	0.7385	NPC477839
Intermediate Similarity	0.7381	NPC326079
Intermediate Similarity	0.7368	NPC128723
Intermediate Similarity	0.7368	NPC216468
Intermediate Similarity	0.7368	NPC132078
Intermediate Similarity	0.7368	NPC131587
Intermediate Similarity	0.7368	NPC51333
Intermediate Similarity	0.7368	NPC78119
Intermediate Similarity	0.7364	NPC47950
Intermediate Similarity	0.7364	NPC300478
Intermediate Similarity	0.7364	NPC318965
Intermediate Similarity	0.736	NPC319950
Intermediate Similarity	0.7345	NPC312132
Intermediate Similarity	0.7345	NPC259512
Intermediate Similarity	0.7339	NPC38458
Intermediate Similarity	0.7339	NPC25493
Intermediate Similarity	0.7339	NPC113460
Intermediate Similarity	0.7339	NPC19680
Intermediate Similarity	0.7339	NPC311737
Intermediate Similarity	0.7328	NPC108497
Intermediate Similarity	0.7321	NPC76938
Intermediate Similarity	0.7315	NPC197783
Intermediate Similarity	0.7315	NPC155393
Intermediate Similarity	0.7311	NPC24101
Intermediate Similarity	0.7311	NPC96224
Intermediate Similarity	0.7304	NPC213730
Intermediate Similarity	0.7304	NPC166761
Intermediate Similarity	0.7304	NPC72729
Intermediate Similarity	0.7299	NPC168861
Intermediate Similarity	0.7297	NPC304541
Intermediate Similarity	0.7281	NPC109955
Intermediate Similarity	0.7281	NPC6597
Intermediate Similarity	0.7281	NPC79241
Intermediate Similarity	0.7279	NPC214988
Intermediate Similarity	0.7273	NPC123273
Intermediate Similarity	0.7273	NPC242240
Intermediate Similarity	0.7273	NPC258219
Intermediate Similarity	0.7273	NPC280347
Intermediate Similarity	0.7273	NPC318325
Intermediate Similarity	0.7273	NPC177420
Intermediate Similarity	0.7266	NPC298486
Intermediate Similarity	0.7265	NPC475580
Intermediate Similarity	0.726	NPC160931
Intermediate Similarity	0.726	NPC37205
Intermediate Similarity	0.7257	NPC222146
Intermediate Similarity	0.7257	NPC32714
Intermediate Similarity	0.7252	NPC291847
Intermediate Similarity	0.725	NPC62258
Intermediate Similarity	0.725	NPC55617
Intermediate Similarity	0.725	NPC98392
Intermediate Similarity	0.7244	NPC284078
Intermediate Similarity	0.7244	NPC318357
Intermediate Similarity	0.7241	NPC80800
Intermediate Similarity	0.7241	NPC91461
Intermediate Similarity	0.7241	NPC471578
Intermediate Similarity	0.7241	NPC101025
Intermediate Similarity	0.7241	NPC477685
Intermediate Similarity	0.7241	NPC7686
Intermediate Similarity	0.7241	NPC40258
Intermediate Similarity	0.7241	NPC12221
Intermediate Similarity	0.7231	NPC141739
Intermediate Similarity	0.7231	NPC136112
Intermediate Similarity	0.7231	NPC320242
Intermediate Similarity	0.7227	NPC233320
Intermediate Similarity	0.7226	NPC170170
Intermediate Similarity	0.7226	NPC219233
Intermediate Similarity	0.7226	NPC211468
Intermediate Similarity	0.7222	NPC286904
Intermediate Similarity	0.7222	NPC268572
Intermediate Similarity	0.7222	NPC175313

Drug Structure

NPD9614 OpenBabel08211713452D 30 29 0 0 1 0 0 0 0 0999 V2000 3.9641 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -5.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2321 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.0981 -6.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -2.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 7.5622 -2.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.8301 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8301 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9641 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8301 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9641 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.1603 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 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 1 1 6 0 0 0 6 9 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 12 1 6 0 0 0 10 23 1 0 0 0 0 10 24 1 0 0 0 0 11 25 1 0 0 0 0 12 26 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 27 1 0 0 0 0 18 28 1 0 0 0 0 20 29 1 0 0 0 0 22 30 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	-1.72
MLogP	2.12
XLogP	0.534
HDA	2
HBD	3
Rotatable Bonds	6
TPSA	66.48
RO5 Violation	0