NPASS drugs

Drug Information

Drug ID:	NPD4025
Drug Name:
Molecular Formula:	C20H24FNO
Canonical SMILES:	Fc1ccc(cc1)CCN1CCC(CC1)C(c1ccccc1)O
Standard InCHI:	InChI=1S/C20H24FNO/c21-19-8-6-16(7-9-19)10-13-22-14-11-18(12-15-22)20(23)17-4-2-1-3-5-17/h1-9,18,20,23H,10-15H2
Standard InCHIKey:	HRSUYEGDQAVTRC-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4025

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	97
0.1-0.2	727
0.2-0.3	2356
0.3-0.4	8839
0.4-0.5	11152
0.5-0.6	6688
0.6-0.7	936
0.7-0.8	90
0.8-0.85	3
0.85-0.9	2
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
High Similarity	0.8972	NPC65855
High Similarity	0.8972	NPC292758
Intermediate Similarity	0.8224	NPC214200
Intermediate Similarity	0.8224	NPC228400
Intermediate Similarity	0.8167	NPC307020
Intermediate Similarity	0.7869	NPC285394
Intermediate Similarity	0.7818	NPC327226
Intermediate Similarity	0.7768	NPC211551
Intermediate Similarity	0.7757	NPC20142
Intermediate Similarity	0.7757	NPC215351
Intermediate Similarity	0.7679	NPC304761
Intermediate Similarity	0.7679	NPC147000
Intermediate Similarity	0.7679	NPC150254
Intermediate Similarity	0.7679	NPC226778
Intermediate Similarity	0.7656	NPC313663
Intermediate Similarity	0.7568	NPC316797
Intermediate Similarity	0.7545	NPC164514
Intermediate Similarity	0.7545	NPC226096
Intermediate Similarity	0.7545	NPC303611
Intermediate Similarity	0.7545	NPC290515
Intermediate Similarity	0.7545	NPC108606
Intermediate Similarity	0.7541	NPC326232
Intermediate Similarity	0.7476	NPC304538
Intermediate Similarity	0.7451	NPC283012
Intermediate Similarity	0.7451	NPC475199
Intermediate Similarity	0.7404	NPC99482
Intermediate Similarity	0.7353	NPC117180
Intermediate Similarity	0.7297	NPC33168
Intermediate Similarity	0.7282	NPC103326
Intermediate Similarity	0.7282	NPC329319
Intermediate Similarity	0.7282	NPC87299
Intermediate Similarity	0.7282	NPC99394
Intermediate Similarity	0.7264	NPC211237
Intermediate Similarity	0.7257	NPC155847
Intermediate Similarity	0.7257	NPC289381
Intermediate Similarity	0.7255	NPC184030
Intermediate Similarity	0.7255	NPC164449
Intermediate Similarity	0.7231	NPC89769
Intermediate Similarity	0.7231	NPC126859
Intermediate Similarity	0.7231	NPC259665
Intermediate Similarity	0.7209	NPC8305
Intermediate Similarity	0.7209	NPC66177
Intermediate Similarity	0.7209	NPC268763
Intermediate Similarity	0.7203	NPC24777
Intermediate Similarity	0.72	NPC316896
Intermediate Similarity	0.7188	NPC65310
Intermediate Similarity	0.7168	NPC51333
Intermediate Similarity	0.7168	NPC216468
Intermediate Similarity	0.7168	NPC132078
Intermediate Similarity	0.7168	NPC78119
Intermediate Similarity	0.7154	NPC124802
Intermediate Similarity	0.7143	NPC76785
Intermediate Similarity	0.7143	NPC476102
Intermediate Similarity	0.7143	NPC260045
Intermediate Similarity	0.7143	NPC475598
Intermediate Similarity	0.7143	NPC273907
Intermediate Similarity	0.7143	NPC474787
Intermediate Similarity	0.7143	NPC118099
Intermediate Similarity	0.7143	NPC90194
Intermediate Similarity	0.7143	NPC474811
Intermediate Similarity	0.7143	NPC151706
Intermediate Similarity	0.7143	NPC475318
Intermediate Similarity	0.7143	NPC49577
Intermediate Similarity	0.7143	NPC474855
Intermediate Similarity	0.7143	NPC9687
Intermediate Similarity	0.7143	NPC293377
Intermediate Similarity	0.7143	NPC79465
Intermediate Similarity	0.713	NPC199567
Intermediate Similarity	0.712	NPC321133
Intermediate Similarity	0.7119	NPC24101
Intermediate Similarity	0.7119	NPC96224
Intermediate Similarity	0.7117	NPC58674
Intermediate Similarity	0.7115	NPC121478
Intermediate Similarity	0.7115	NPC73637
Intermediate Similarity	0.7107	NPC474544
Intermediate Similarity	0.7107	NPC1986
Intermediate Similarity	0.7105	NPC213730
Intermediate Similarity	0.7105	NPC469457
Intermediate Similarity	0.7105	NPC294741
Intermediate Similarity	0.7091	NPC265521
Intermediate Similarity	0.7077	NPC469666
Intermediate Similarity	0.7064	NPC172128
Intermediate Similarity	0.7054	NPC21959
Intermediate Similarity	0.7043	NPC7686
Intermediate Similarity	0.7043	NPC40258
Intermediate Similarity	0.7043	NPC91461
Intermediate Similarity	0.7009	NPC243601
Intermediate Similarity	0.7009	NPC203076
Intermediate Similarity	0.7009	NPC93843
Intermediate Similarity	0.7008	NPC317474
Intermediate Similarity	0.7008	NPC84281
Intermediate Similarity	0.7008	NPC169485
Intermediate Similarity	0.7008	NPC291027
Intermediate Similarity	0.7008	NPC213126
Intermediate Similarity	0.7	NPC474149
Remote Similarity	0.6992	NPC10286
Remote Similarity	0.6992	NPC213
Remote Similarity	0.6983	NPC19856
Remote Similarity	0.6975	NPC153690
Remote Similarity	0.6972	NPC1793
Remote Similarity	0.6961	NPC66655
Remote Similarity	0.6947	NPC40488
Remote Similarity	0.6947	NPC17374
Remote Similarity	0.694	NPC132847
Remote Similarity	0.6937	NPC128645
Remote Similarity	0.6935	NPC82963
Remote Similarity	0.6923	NPC323810
Remote Similarity	0.6917	NPC290566
Remote Similarity	0.6917	NPC145638
Remote Similarity	0.6917	NPC257390
Remote Similarity	0.6891	NPC27252
Remote Similarity	0.6891	NPC472979
Remote Similarity	0.6891	NPC472980
Remote Similarity	0.6889	NPC473360
Remote Similarity	0.6887	NPC172984
Remote Similarity	0.688	NPC137096
Remote Similarity	0.688	NPC311737
Remote Similarity	0.688	NPC38458
Remote Similarity	0.6875	NPC109151
Remote Similarity	0.6875	NPC471309
Remote Similarity	0.6866	NPC149379
Remote Similarity	0.6864	NPC233396
Remote Similarity	0.6864	NPC154899
Remote Similarity	0.6857	NPC133050
Remote Similarity	0.6846	NPC95733
Remote Similarity	0.6846	NPC62101
Remote Similarity	0.6842	NPC289201
Remote Similarity	0.6842	NPC311242
Remote Similarity	0.6842	NPC473388
Remote Similarity	0.6833	NPC472982
Remote Similarity	0.6833	NPC149455
Remote Similarity	0.6833	NPC64642
Remote Similarity	0.6822	NPC95429
Remote Similarity	0.6814	NPC76938
Remote Similarity	0.6814	NPC206764
Remote Similarity	0.6814	NPC151715
Remote Similarity	0.6812	NPC150712
Remote Similarity	0.6807	NPC135464
Remote Similarity	0.6807	NPC92623
Remote Similarity	0.6807	NPC231705
Remote Similarity	0.6797	NPC273830
Remote Similarity	0.6794	NPC29477
Remote Similarity	0.6789	NPC198747
Remote Similarity	0.6788	NPC316906
Remote Similarity	0.678	NPC88267
Remote Similarity	0.678	NPC113326
Remote Similarity	0.678	NPC194390
Remote Similarity	0.678	NPC224610
Remote Similarity	0.6777	NPC258056
Remote Similarity	0.6777	NPC158854
Remote Similarity	0.6772	NPC43275
Remote Similarity	0.6759	NPC474354
Remote Similarity	0.6754	NPC26244
Remote Similarity	0.6754	NPC32714
Remote Similarity	0.6752	NPC51015
Remote Similarity	0.675	NPC142297
Remote Similarity	0.6748	NPC153795
Remote Similarity	0.6748	NPC42911
Remote Similarity	0.6748	NPC290353
Remote Similarity	0.6742	NPC218323
Remote Similarity	0.6731	NPC224544
Remote Similarity	0.6724	NPC125732
Remote Similarity	0.672	NPC101139
Remote Similarity	0.6718	NPC477249
Remote Similarity	0.6718	NPC477248
Remote Similarity	0.6697	NPC474211
Remote Similarity	0.6696	NPC216520
Remote Similarity	0.6696	NPC79917
Remote Similarity	0.6696	NPC82664
Remote Similarity	0.6696	NPC470926
Remote Similarity	0.6696	NPC132271
Remote Similarity	0.6696	NPC292730
Remote Similarity	0.6695	NPC68055
Remote Similarity	0.6695	NPC178902
Remote Similarity	0.6694	NPC262365
Remote Similarity	0.6692	NPC471315
Remote Similarity	0.6692	NPC103605
Remote Similarity	0.6692	NPC471314
Remote Similarity	0.6692	NPC81092
Remote Similarity	0.6691	NPC170170
Remote Similarity	0.6691	NPC219233
Remote Similarity	0.6691	NPC211468
Remote Similarity	0.6691	NPC474473
Remote Similarity	0.6667	NPC471188
Remote Similarity	0.6667	NPC168855
Remote Similarity	0.6667	NPC469481
Remote Similarity	0.6667	NPC469894
Remote Similarity	0.6667	NPC234376
Remote Similarity	0.6667	NPC108218
Remote Similarity	0.6667	NPC269340
Remote Similarity	0.6667	NPC470877
Remote Similarity	0.6643	NPC323123
Remote Similarity	0.6643	NPC185838
Remote Similarity	0.6642	NPC69496
Remote Similarity	0.6641	NPC14950
Remote Similarity	0.6641	NPC268572
Remote Similarity	0.6641	NPC211218
Remote Similarity	0.6641	NPC328267
Remote Similarity	0.664	NPC118202
Remote Similarity	0.6639	NPC62258

Drug Structure

NPD4025 OpenBabel08211704332D 24 26 0 0 1 0 0 0 0 0999 V2000 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 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 3.4641 -0.0000 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 -1.7321 3.0000 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 -2.5981 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 1.7321 0.0000 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 -0.0000 -1.0000 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 2.0000 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 1.7321 -1.0000 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 2.5981 -1.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 O 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 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 17 2 0 0 0 0 5 17 1 0 0 0 0 6 8 1 0 0 0 0 6 16 2 0 0 0 0 7 9 2 0 0 0 0 7 16 1 0 0 0 0 8 19 2 0 0 0 0 9 19 1 0 0 0 0 10 13 1 0 0 0 0 10 16 1 0 0 0 0 11 14 1 0 0 0 0 11 18 1 0 0 0 0 12 15 1 0 0 0 0 12 18 1 0 0 0 0 13 22 1 0 0 0 0 14 22 1 0 0 0 0 15 22 1 0 0 0 0 17 20 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 20 23 1 0 0 0 0 23 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC012204
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	44363475
ChEBI
CAS Number

Drug Properties

Molecular Weight	313.18
ALogP	-0.6095
MLogP	3.33
XLogP	5.629
HDA	2
HBD	1
Rotatable Bonds	7
TPSA	23.47
RO5 Violation	1