NPASS drugs

Drug Information

Drug ID:	NPD4662
Drug Name:	Propafenone
Molecular Formula:	C21H27NO3
Canonical SMILES:	CCCNCC(COc1ccccc1C(=O)CCc1ccccc1)O
Standard InCHI:	InChI=1S/C21H27NO3/c1-2-14-22-15-18(23)16-25-21-11-7-6-10-19(21)20(24)13-12-17-8-4-3-5-9-17/h3-11,18,22-23H,2,12-16H2,1H3
Standard InCHIKey:	JWHAUXFOSRPERK-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4662

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	117
0.1-0.2	774
0.2-0.3	2619
0.3-0.4	7968
0.4-0.5	4992
0.5-0.6	5634
0.6-0.7	7606
0.7-0.8	1174
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	0.8286	NPC136112
Intermediate Similarity	0.8286	NPC141739
Intermediate Similarity	0.8163	NPC231163
Intermediate Similarity	0.8163	NPC318591
Intermediate Similarity	0.8028	NPC320242
Intermediate Similarity	0.8	NPC314329
Intermediate Similarity	0.7786	NPC35744
Intermediate Similarity	0.7786	NPC54243
Intermediate Similarity	0.7714	NPC32298
Intermediate Similarity	0.7703	NPC97870
Intermediate Similarity	0.7703	NPC247018
Intermediate Similarity	0.7703	NPC307123
Intermediate Similarity	0.766	NPC201284
Intermediate Similarity	0.7655	NPC2771
Intermediate Similarity	0.7639	NPC93730
Intermediate Similarity	0.7635	NPC228184
Intermediate Similarity	0.7619	NPC125887
Intermediate Similarity	0.7606	NPC470092
Intermediate Similarity	0.7586	NPC193805
Intermediate Similarity	0.7586	NPC56332
Intermediate Similarity	0.7551	NPC298884
Intermediate Similarity	0.7532	NPC124269
Intermediate Similarity	0.7531	NPC476443
Intermediate Similarity	0.7531	NPC133817
Intermediate Similarity	0.7516	NPC471676
Intermediate Similarity	0.7516	NPC472423
Intermediate Similarity	0.7516	NPC244577
Intermediate Similarity	0.7516	NPC474772
Intermediate Similarity	0.7516	NPC472422
Intermediate Similarity	0.7516	NPC263384
Intermediate Similarity	0.7516	NPC240593
Intermediate Similarity	0.7516	NPC472420
Intermediate Similarity	0.7516	NPC474744
Intermediate Similarity	0.75	NPC158900
Intermediate Similarity	0.75	NPC472628
Intermediate Similarity	0.7484	NPC3779
Intermediate Similarity	0.7484	NPC211466
Intermediate Similarity	0.7484	NPC476182
Intermediate Similarity	0.7484	NPC40086
Intermediate Similarity	0.7484	NPC472627
Intermediate Similarity	0.7484	NPC44721
Intermediate Similarity	0.7484	NPC176869
Intermediate Similarity	0.7484	NPC122828
Intermediate Similarity	0.7483	NPC474264
Intermediate Similarity	0.7482	NPC279916
Intermediate Similarity	0.7469	NPC171651
Intermediate Similarity	0.7469	NPC285623
Intermediate Similarity	0.7469	NPC243171
Intermediate Similarity	0.7469	NPC35567
Intermediate Similarity	0.7468	NPC188879
Intermediate Similarity	0.7468	NPC287068
Intermediate Similarity	0.7467	NPC301717
Intermediate Similarity	0.7453	NPC472421
Intermediate Similarity	0.7452	NPC147145
Intermediate Similarity	0.7451	NPC99854
Intermediate Similarity	0.7436	NPC110228
Intermediate Similarity	0.7436	NPC6407
Intermediate Similarity	0.7436	NPC188243
Intermediate Similarity	0.7432	NPC41721
Intermediate Similarity	0.7432	NPC470841
Intermediate Similarity	0.7432	NPC22783
Intermediate Similarity	0.7423	NPC472583
Intermediate Similarity	0.7423	NPC7989
Intermediate Similarity	0.7423	NPC293286
Intermediate Similarity	0.7423	NPC223701
Intermediate Similarity	0.7423	NPC474000
Intermediate Similarity	0.7421	NPC1940
Intermediate Similarity	0.7421	NPC316769
Intermediate Similarity	0.7421	NPC148011
Intermediate Similarity	0.7419	NPC204546
Intermediate Similarity	0.7415	NPC4164
Intermediate Similarity	0.7415	NPC224657
Intermediate Similarity	0.7407	NPC319910
Intermediate Similarity	0.7407	NPC278476
Intermediate Similarity	0.7407	NPC472580
Intermediate Similarity	0.7407	NPC254412
Intermediate Similarity	0.7407	NPC471677
Intermediate Similarity	0.7407	NPC262039
Intermediate Similarity	0.7407	NPC262038
Intermediate Similarity	0.7405	NPC150408
Intermediate Similarity	0.7405	NPC175504
Intermediate Similarity	0.7405	NPC143896
Intermediate Similarity	0.7405	NPC221432
Intermediate Similarity	0.7405	NPC91560
Intermediate Similarity	0.7405	NPC257097
Intermediate Similarity	0.7405	NPC75049
Intermediate Similarity	0.7405	NPC310130
Intermediate Similarity	0.7405	NPC164980
Intermediate Similarity	0.7405	NPC68104
Intermediate Similarity	0.7405	NPC169591
Intermediate Similarity	0.7405	NPC39329
Intermediate Similarity	0.7405	NPC149026
Intermediate Similarity	0.7403	NPC254741
Intermediate Similarity	0.74	NPC278787
Intermediate Similarity	0.74	NPC7569
Intermediate Similarity	0.7397	NPC328267
Intermediate Similarity	0.7394	NPC469954
Intermediate Similarity	0.7391	NPC89442
Intermediate Similarity	0.7386	NPC125269
Intermediate Similarity	0.7378	NPC470681
Intermediate Similarity	0.7378	NPC99233
Intermediate Similarity	0.7378	NPC477530
Intermediate Similarity	0.7378	NPC477958
Intermediate Similarity	0.7375	NPC472918
Intermediate Similarity	0.7372	NPC265871
Intermediate Similarity	0.7372	NPC470211
Intermediate Similarity	0.7372	NPC222342
Intermediate Similarity	0.7372	NPC20709
Intermediate Similarity	0.7372	NPC477537
Intermediate Similarity	0.7372	NPC329203
Intermediate Similarity	0.7372	NPC140890
Intermediate Similarity	0.7372	NPC225153
Intermediate Similarity	0.7372	NPC310135
Intermediate Similarity	0.7372	NPC150648
Intermediate Similarity	0.7372	NPC274784
Intermediate Similarity	0.7372	NPC11566
Intermediate Similarity	0.7362	NPC473996
Intermediate Similarity	0.7362	NPC475790
Intermediate Similarity	0.7362	NPC477957
Intermediate Similarity	0.7362	NPC138288
Intermediate Similarity	0.7362	NPC244583
Intermediate Similarity	0.7362	NPC10807
Intermediate Similarity	0.7362	NPC31627
Intermediate Similarity	0.7362	NPC476238
Intermediate Similarity	0.7362	NPC56232
Intermediate Similarity	0.7362	NPC327269
Intermediate Similarity	0.7362	NPC150123
Intermediate Similarity	0.7362	NPC216035
Intermediate Similarity	0.7362	NPC161881
Intermediate Similarity	0.7362	NPC217149
Intermediate Similarity	0.7358	NPC142731
Intermediate Similarity	0.7358	NPC124780
Intermediate Similarity	0.7358	NPC87486
Intermediate Similarity	0.7358	NPC197252
Intermediate Similarity	0.7358	NPC306607
Intermediate Similarity	0.7358	NPC4152
Intermediate Similarity	0.7358	NPC279417
Intermediate Similarity	0.7358	NPC473013
Intermediate Similarity	0.7358	NPC209040
Intermediate Similarity	0.7358	NPC473015
Intermediate Similarity	0.7358	NPC236766
Intermediate Similarity	0.7358	NPC208176
Intermediate Similarity	0.7358	NPC62290
Intermediate Similarity	0.7358	NPC49130
Intermediate Similarity	0.7358	NPC326506
Intermediate Similarity	0.7357	NPC53953
Intermediate Similarity	0.7355	NPC476480
Intermediate Similarity	0.7355	NPC259685
Intermediate Similarity	0.7355	NPC84585
Intermediate Similarity	0.7353	NPC129578
Intermediate Similarity	0.7351	NPC141549
Intermediate Similarity	0.7349	NPC469479
Intermediate Similarity	0.7346	NPC105136
Intermediate Similarity	0.7346	NPC473966
Intermediate Similarity	0.7343	NPC171023
Intermediate Similarity	0.7342	NPC32739
Intermediate Similarity	0.7342	NPC324134
Intermediate Similarity	0.7342	NPC167624
Intermediate Similarity	0.7342	NPC296917
Intermediate Similarity	0.7342	NPC166934
Intermediate Similarity	0.7342	NPC78
Intermediate Similarity	0.7342	NPC228504
Intermediate Similarity	0.7342	NPC220998
Intermediate Similarity	0.7342	NPC148757
Intermediate Similarity	0.7342	NPC177354
Intermediate Similarity	0.7342	NPC324436
Intermediate Similarity	0.7342	NPC306829
Intermediate Similarity	0.7342	NPC64915
Intermediate Similarity	0.7342	NPC328164
Intermediate Similarity	0.7342	NPC227579
Intermediate Similarity	0.7342	NPC37496
Intermediate Similarity	0.7342	NPC10937
Intermediate Similarity	0.7342	NPC223500
Intermediate Similarity	0.7342	NPC182852
Intermediate Similarity	0.7342	NPC194432
Intermediate Similarity	0.7342	NPC265040
Intermediate Similarity	0.7342	NPC166482
Intermediate Similarity	0.7342	NPC40833
Intermediate Similarity	0.7342	NPC76372
Intermediate Similarity	0.7342	NPC76338
Intermediate Similarity	0.7342	NPC66515
Intermediate Similarity	0.7342	NPC125855
Intermediate Similarity	0.7342	NPC1089
Intermediate Similarity	0.7342	NPC107572
Intermediate Similarity	0.7342	NPC161506
Intermediate Similarity	0.7338	NPC471316
Intermediate Similarity	0.7338	NPC77955
Intermediate Similarity	0.7333	NPC939
Intermediate Similarity	0.7333	NPC238309
Intermediate Similarity	0.7333	NPC473019
Intermediate Similarity	0.7333	NPC78492
Intermediate Similarity	0.7333	NPC45165
Intermediate Similarity	0.7333	NPC208152
Intermediate Similarity	0.7333	NPC187907
Intermediate Similarity	0.7325	NPC76445
Intermediate Similarity	0.7325	NPC472409
Intermediate Similarity	0.7325	NPC129853
Intermediate Similarity	0.7325	NPC284550
Intermediate Similarity	0.7325	NPC184053
Intermediate Similarity	0.732	NPC292998

Drug Structure

NPD4662 OpenBabel08211705262D 27 28 0 0 1 0 0 0 0 0999 V2000 -1.7321 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 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 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 2.5981 -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 -2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 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 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 3 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 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 -1.7321 4.0000 0.0000 N 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 1.7321 1.0000 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 -0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 14 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 7 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 17 2 0 0 0 0 9 17 1 0 0 0 0 10 19 2 0 0 0 0 11 21 2 0 0 0 0 12 13 1 0 0 0 0 12 17 1 0 0 0 0 13 20 1 0 0 0 0 14 22 1 0 0 0 0 15 18 1 0 0 0 0 15 22 1 0 0 0 0 16 18 1 0 0 0 0 16 25 1 0 0 0 0 18 23 1 0 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 20 24 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 M END $$$$

External Identifiers

TTD	DAP000497
DrugBank	DB01182
ChEMBL	CHEMBL631
IUPHAR/BPS	2561
PharmaGKB	PA451131
KEGG Drug
PubChem CID	4932
ChEBI	63619
CAS Number	54063-53-5

Drug Properties

Molecular Weight	341.20
ALogP	-1.4537
MLogP	3.33
XLogP	5.517
HDA	3
HBD	2
Rotatable Bonds	13
TPSA	58.56
RO5 Violation	2