NPASS drugs

Drug Information

Drug ID:	NPD3046
Drug Name:	Orphenadrine Citrate
Molecular Formula:	C18H23NO.C6H8O7
Canonical SMILES:	OC(=O)C(CC(=O)O)(CC(=O)O)O.CN(CCOC(c1ccccc1C)c1ccccc1)C
Standard InCHI:	InChI=1S/C18H23NO.C6H8O7/c1-15-9-7-8-12-17(15)18(20-14-13-19(2)3)16-10-5-4-6-11-16;7-3(8)1-6(13,5(11)12)2-4(9)10/h4-12,18H,13-14H2,1-3H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
Standard InCHIKey:	MMMNTDFSPSQXJP-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3046

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	94
0.1-0.2	864
0.2-0.3	2204
0.3-0.4	8380
0.4-0.5	9280
0.5-0.6	8581
0.6-0.7	1422
0.7-0.8	64
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
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	0.9688	NPC316797
Intermediate Similarity	0.7909	NPC24777
Intermediate Similarity	0.7863	NPC316896
Intermediate Similarity	0.7812	NPC165212
Intermediate Similarity	0.7667	NPC255253
Intermediate Similarity	0.7664	NPC214200
Intermediate Similarity	0.7664	NPC228400
Intermediate Similarity	0.7611	NPC269340
Intermediate Similarity	0.7589	NPC65855
Intermediate Similarity	0.7589	NPC292758
Intermediate Similarity	0.7576	NPC95429
Intermediate Similarity	0.7451	NPC304760
Intermediate Similarity	0.7339	NPC245927
Intermediate Similarity	0.7315	NPC475954
Intermediate Similarity	0.7281	NPC273837
Intermediate Similarity	0.7273	NPC327226
Intermediate Similarity	0.7238	NPC119631
Intermediate Similarity	0.7228	NPC304538
Intermediate Similarity	0.7212	NPC199567
Intermediate Similarity	0.72	NPC106313
Intermediate Similarity	0.719	NPC321133
Intermediate Similarity	0.7168	NPC135464
Intermediate Similarity	0.7168	NPC92623
Intermediate Similarity	0.7157	NPC475710
Intermediate Similarity	0.7157	NPC58616
Intermediate Similarity	0.7156	NPC313918
Intermediate Similarity	0.7143	NPC240108
Intermediate Similarity	0.7143	NPC213156
Intermediate Similarity	0.7143	NPC147000
Intermediate Similarity	0.7143	NPC226778
Intermediate Similarity	0.7143	NPC304761
Intermediate Similarity	0.7143	NPC150254
Intermediate Similarity	0.713	NPC21959
Intermediate Similarity	0.7129	NPC172984
Intermediate Similarity	0.7117	NPC154905
Intermediate Similarity	0.7117	NPC60373
Intermediate Similarity	0.7097	NPC211218
Intermediate Similarity	0.7097	NPC328267
Intermediate Similarity	0.708	NPC211551
Intermediate Similarity	0.708	NPC233396
Intermediate Similarity	0.708	NPC154899
Intermediate Similarity	0.7048	NPC220893
Intermediate Similarity	0.7045	NPC318591
Intermediate Similarity	0.7045	NPC231163
Intermediate Similarity	0.7037	NPC20142
Intermediate Similarity	0.7037	NPC215351
Intermediate Similarity	0.7034	NPC176730
Intermediate Similarity	0.7034	NPC123175
Intermediate Similarity	0.703	NPC87299
Intermediate Similarity	0.703	NPC99394
Intermediate Similarity	0.703	NPC329319
Intermediate Similarity	0.703	NPC475199
Intermediate Similarity	0.703	NPC103326
Intermediate Similarity	0.703	NPC283012
Intermediate Similarity	0.7019	NPC89377
Intermediate Similarity	0.7018	NPC326801
Intermediate Similarity	0.7009	NPC128645
Intermediate Similarity	0.7	NPC290515
Intermediate Similarity	0.7	NPC164514
Intermediate Similarity	0.7	NPC164449
Intermediate Similarity	0.7	NPC108606
Intermediate Similarity	0.7	NPC226096
Intermediate Similarity	0.7	NPC328178
Intermediate Similarity	0.7	NPC303611
Intermediate Similarity	0.7	NPC184030
Remote Similarity	0.6991	NPC241224
Remote Similarity	0.699	NPC99482
Remote Similarity	0.6983	NPC474272
Remote Similarity	0.6983	NPC306045
Remote Similarity	0.6983	NPC265211
Remote Similarity	0.6964	NPC300166
Remote Similarity	0.696	NPC307020
Remote Similarity	0.6949	NPC128368
Remote Similarity	0.6944	NPC23453
Remote Similarity	0.6937	NPC472318
Remote Similarity	0.6937	NPC98911
Remote Similarity	0.6931	NPC133050
Remote Similarity	0.6931	NPC117180
Remote Similarity	0.693	NPC243601
Remote Similarity	0.6923	NPC474157
Remote Similarity	0.6911	NPC476183
Remote Similarity	0.6911	NPC263835
Remote Similarity	0.6909	NPC33168
Remote Similarity	0.6909	NPC325499
Remote Similarity	0.6905	NPC95733
Remote Similarity	0.6905	NPC62101
Remote Similarity	0.6903	NPC19856
Remote Similarity	0.6903	NPC234305
Remote Similarity	0.6897	NPC83628
Remote Similarity	0.6897	NPC265407
Remote Similarity	0.6891	NPC307651
Remote Similarity	0.6891	NPC169616
Remote Similarity	0.6887	NPC1793
Remote Similarity	0.6887	NPC173443
Remote Similarity	0.6881	NPC5472
Remote Similarity	0.6881	NPC58674
Remote Similarity	0.6875	NPC469481
Remote Similarity	0.687	NPC472315
Remote Similarity	0.687	NPC113457
Remote Similarity	0.687	NPC475203
Remote Similarity	0.687	NPC472316
Remote Similarity	0.687	NPC474376
Remote Similarity	0.6863	NPC121478
Remote Similarity	0.6863	NPC73637
Remote Similarity	0.6857	NPC211237
Remote Similarity	0.6855	NPC476281
Remote Similarity	0.6855	NPC476184
Remote Similarity	0.6852	NPC265521
Remote Similarity	0.685	NPC29477
Remote Similarity	0.6847	NPC470161
Remote Similarity	0.6842	NPC85977
Remote Similarity	0.6833	NPC474408
Remote Similarity	0.6829	NPC256369
Remote Similarity	0.6829	NPC43275
Remote Similarity	0.6827	NPC474354
Remote Similarity	0.6822	NPC172128
Remote Similarity	0.6815	NPC212850
Remote Similarity	0.6815	NPC83289
Remote Similarity	0.6815	NPC189724
Remote Similarity	0.6814	NPC318154
Remote Similarity	0.681	NPC27252
Remote Similarity	0.681	NPC472980
Remote Similarity	0.681	NPC472979
Remote Similarity	0.6807	NPC42911
Remote Similarity	0.6807	NPC265002
Remote Similarity	0.6807	NPC153795
Remote Similarity	0.6807	NPC290353
Remote Similarity	0.6803	NPC45794
Remote Similarity	0.6803	NPC476266
Remote Similarity	0.68	NPC26285
Remote Similarity	0.6786	NPC216468
Remote Similarity	0.6786	NPC51333
Remote Similarity	0.6786	NPC78119
Remote Similarity	0.6786	NPC132078
Remote Similarity	0.678	NPC95977
Remote Similarity	0.678	NPC210089
Remote Similarity	0.6777	NPC283169
Remote Similarity	0.6777	NPC303370
Remote Similarity	0.6774	NPC326232
Remote Similarity	0.6762	NPC474211
Remote Similarity	0.6762	NPC93843
Remote Similarity	0.6752	NPC201959
Remote Similarity	0.6752	NPC149455
Remote Similarity	0.6752	NPC17417
Remote Similarity	0.6752	NPC472982
Remote Similarity	0.6752	NPC10251
Remote Similarity	0.6752	NPC469636
Remote Similarity	0.6752	NPC64642
Remote Similarity	0.675	NPC26524
Remote Similarity	0.675	NPC477411
Remote Similarity	0.675	NPC474544
Remote Similarity	0.675	NPC1986
Remote Similarity	0.6748	NPC254233
Remote Similarity	0.6746	NPC471314
Remote Similarity	0.6746	NPC471315
Remote Similarity	0.6746	NPC476278
Remote Similarity	0.6742	NPC325568
Remote Similarity	0.6731	NPC133162
Remote Similarity	0.6731	NPC168855
Remote Similarity	0.6729	NPC231591
Remote Similarity	0.6726	NPC42211
Remote Similarity	0.6726	NPC213730
Remote Similarity	0.6726	NPC294741
Remote Similarity	0.6724	NPC136962
Remote Similarity	0.6723	NPC82899
Remote Similarity	0.6723	NPC166837
Remote Similarity	0.6723	NPC79496
Remote Similarity	0.6723	NPC270699
Remote Similarity	0.6723	NPC234376
Remote Similarity	0.6719	NPC141739
Remote Similarity	0.6719	NPC136112
Remote Similarity	0.6719	NPC320242
Remote Similarity	0.6715	NPC473922
Remote Similarity	0.6698	NPC198747
Remote Similarity	0.6697	NPC321956
Remote Similarity	0.6695	NPC214067
Remote Similarity	0.6695	NPC251854
Remote Similarity	0.6695	NPC196246
Remote Similarity	0.6695	NPC93084
Remote Similarity	0.6695	NPC158854
Remote Similarity	0.6694	NPC210092
Remote Similarity	0.6694	NPC221275
Remote Similarity	0.6694	NPC228936
Remote Similarity	0.6694	NPC474095
Remote Similarity	0.6693	NPC476241
Remote Similarity	0.6693	NPC476260
Remote Similarity	0.6693	NPC285394
Remote Similarity	0.6667	NPC186469
Remote Similarity	0.6667	NPC56493
Remote Similarity	0.6667	NPC40258
Remote Similarity	0.6667	NPC7686
Remote Similarity	0.6667	NPC25648
Remote Similarity	0.6667	NPC272524
Remote Similarity	0.6667	NPC26244
Remote Similarity	0.6667	NPC91461
Remote Similarity	0.6641	NPC476125
Remote Similarity	0.6641	NPC476179
Remote Similarity	0.664	NPC289432
Remote Similarity	0.664	NPC233923
Remote Similarity	0.664	NPC988

Drug Structure

NPD3046 OpenBabel08211702562D 37 37 0 0 1 0 0 0 0 0999 V2000 3.0981 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -4.5000 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 3.9641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -4.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.8301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.1603 -2.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7942 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1603 -3.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.7942 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0263 -4.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -4.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.2942 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.2942 -2.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -0.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 -2.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.7942 -3.0981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -3.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.2942 -2.2321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -3.0981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 19 1 0 0 0 0 3 19 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 10 1 0 0 0 0 6 11 2 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 8 12 1 0 0 0 0 9 15 2 0 0 0 0 10 16 2 0 0 0 0 11 16 1 0 0 0 0 12 17 2 0 0 0 0 13 14 1 0 0 0 0 13 19 1 0 0 0 0 14 20 1 0 0 0 0 15 17 1 0 0 0 0 16 18 1 0 0 0 0 17 18 1 0 0 0 0 18 20 1 0 0 0 0 21 23 1 0 0 0 0 21 26 1 0 0 0 0 22 24 1 0 0 0 0 22 26 1 0 0 0 0 23 27 2 0 0 0 0 23 28 1 0 0 0 0 24 29 2 0 0 0 0 24 30 1 0 0 0 0 25 26 1 0 0 0 0 25 31 2 0 0 0 0 25 32 1 0 0 0 0 26 33 1 0 0 0 0 28 34 1 0 0 0 0 30 35 1 0 0 0 0 32 36 1 0 0 0 0 33 37 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	269.18
ALogP	0.6785
MLogP	3.22
XLogP	6.049
HDA	2
HBD	0
Rotatable Bonds	9
TPSA	12.47
RO5 Violation	1