NPASS drugs

Drug Information

Drug ID:	NPD5454
Drug Name:
Molecular Formula:	C23H21F6NO3
Canonical SMILES:	OC(=O)C1=CCCN(C1)CCOC(c1ccc(cc1)C(F)(F)F)c1ccc(cc1)C(F)(F)F
Standard InCHI:	InChI=1S/C23H21F6NO3/c24-22(25,26)18-7-3-15(4-8-18)20(16-5-9-19(10-6-16)23(27,28)29)33-13-12-30-11-1-2-17(14-30)21(31)32/h2-10,20H,1,11-14H2,(H,31,32)
Standard InCHIKey:	CMHQDSBIBSKHFP-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5454

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	105
0.1-0.2	645
0.2-0.3	2234
0.3-0.4	6262
0.4-0.5	8949
0.5-0.6	11770
0.6-0.7	906
0.7-0.8	19
0.8-0.85	0
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	0.7519	NPC265002
Intermediate Similarity	0.748	NPC316797
Intermediate Similarity	0.7442	NPC234376
Intermediate Similarity	0.7246	NPC285394
Intermediate Similarity	0.7154	NPC65855
Intermediate Similarity	0.7154	NPC292758
Intermediate Similarity	0.7123	NPC77992
Intermediate Similarity	0.7054	NPC474376
Intermediate Similarity	0.7054	NPC472315
Intermediate Similarity	0.7054	NPC136962
Intermediate Similarity	0.7054	NPC37115
Intermediate Similarity	0.7054	NPC472316
Intermediate Similarity	0.7054	NPC475203
Intermediate Similarity	0.7031	NPC280616
Intermediate Similarity	0.7031	NPC242913
Intermediate Similarity	0.7031	NPC171831
Intermediate Similarity	0.7023	NPC273837
Intermediate Similarity	0.7	NPC277788
Intermediate Similarity	0.7	NPC471466
Remote Similarity	0.6978	NPC26285
Remote Similarity	0.6967	NPC119631
Remote Similarity	0.6966	NPC313663
Remote Similarity	0.6923	NPC81092
Remote Similarity	0.6923	NPC477251
Remote Similarity	0.6923	NPC103605
Remote Similarity	0.6917	NPC158282
Remote Similarity	0.6885	NPC213156
Remote Similarity	0.6885	NPC240108
Remote Similarity	0.6866	NPC128368
Remote Similarity	0.685	NPC98911
Remote Similarity	0.685	NPC472318
Remote Similarity	0.6842	NPC183700
Remote Similarity	0.6838	NPC473507
Remote Similarity	0.6822	NPC234305
Remote Similarity	0.6818	NPC206341
Remote Similarity	0.6783	NPC65310
Remote Similarity	0.6779	NPC281104
Remote Similarity	0.6776	NPC473922
Remote Similarity	0.6769	NPC85977
Remote Similarity	0.6765	NPC41851
Remote Similarity	0.6742	NPC260952
Remote Similarity	0.6739	NPC45794
Remote Similarity	0.6736	NPC218323
Remote Similarity	0.6716	NPC323007
Remote Similarity	0.6716	NPC133308
Remote Similarity	0.6716	NPC476003
Remote Similarity	0.6714	NPC476183
Remote Similarity	0.6692	NPC114741
Remote Similarity	0.6692	NPC82426
Remote Similarity	0.6692	NPC91820
Remote Similarity	0.6692	NPC182549
Remote Similarity	0.6691	NPC254233
Remote Similarity	0.6667	NPC42211
Remote Similarity	0.6667	NPC476281
Remote Similarity	0.6667	NPC228400
Remote Similarity	0.6667	NPC470820
Remote Similarity	0.6667	NPC173443
Remote Similarity	0.6667	NPC275576
Remote Similarity	0.6667	NPC469481
Remote Similarity	0.6667	NPC476184
Remote Similarity	0.6667	NPC214200
Remote Similarity	0.6667	NPC316896
Remote Similarity	0.6667	NPC269340
Remote Similarity	0.6642	NPC221275
Remote Similarity	0.6621	NPC169913
Remote Similarity	0.6621	NPC473220
Remote Similarity	0.6621	NPC470753
Remote Similarity	0.6618	NPC272524
Remote Similarity	0.6597	NPC295664
Remote Similarity	0.6597	NPC4974
Remote Similarity	0.6591	NPC269457
Remote Similarity	0.6591	NPC105899
Remote Similarity	0.6589	NPC118343
Remote Similarity	0.6587	NPC23453
Remote Similarity	0.6585	NPC304760
Remote Similarity	0.6573	NPC325301
Remote Similarity	0.6573	NPC476278
Remote Similarity	0.6567	NPC469636
Remote Similarity	0.6562	NPC289201
Remote Similarity	0.6554	NPC246079
Remote Similarity	0.6552	NPC476033
Remote Similarity	0.6552	NPC470765
Remote Similarity	0.6552	NPC79608
Remote Similarity	0.6549	NPC470848
Remote Similarity	0.6549	NPC470849
Remote Similarity	0.6547	NPC242764
Remote Similarity	0.6547	NPC105141
Remote Similarity	0.6544	NPC185840
Remote Similarity	0.6544	NPC139946
Remote Similarity	0.6538	NPC70624
Remote Similarity	0.6533	NPC474811
Remote Similarity	0.6533	NPC474787
Remote Similarity	0.6533	NPC118099
Remote Similarity	0.6533	NPC273907
Remote Similarity	0.6533	NPC260045
Remote Similarity	0.6533	NPC475318
Remote Similarity	0.6533	NPC475598
Remote Similarity	0.6533	NPC49577
Remote Similarity	0.6533	NPC90194
Remote Similarity	0.6533	NPC293377
Remote Similarity	0.6533	NPC76785
Remote Similarity	0.6533	NPC79465
Remote Similarity	0.6533	NPC9687
Remote Similarity	0.6533	NPC474855
Remote Similarity	0.6533	NPC151706
Remote Similarity	0.6533	NPC476102
Remote Similarity	0.6528	NPC476260
Remote Similarity	0.6528	NPC476241
Remote Similarity	0.6528	NPC307020
Remote Similarity	0.6528	NPC307139
Remote Similarity	0.6525	NPC141791
Remote Similarity	0.6525	NPC263386
Remote Similarity	0.6519	NPC24777
Remote Similarity	0.6519	NPC306045
Remote Similarity	0.6519	NPC265211
Remote Similarity	0.6515	NPC472222
Remote Similarity	0.6515	NPC472221
Remote Similarity	0.6507	NPC210950
Remote Similarity	0.6507	NPC5486
Remote Similarity	0.6507	NPC199738
Remote Similarity	0.6503	NPC169485
Remote Similarity	0.6503	NPC84281
Remote Similarity	0.6503	NPC160493
Remote Similarity	0.6503	NPC291027
Remote Similarity	0.6503	NPC213126
Remote Similarity	0.6503	NPC317474
Remote Similarity	0.6496	NPC26615
Remote Similarity	0.6494	NPC204546
Remote Similarity	0.6493	NPC20485
Remote Similarity	0.6493	NPC472314
Remote Similarity	0.6493	NPC475465
Remote Similarity	0.6489	NPC25458
Remote Similarity	0.6485	NPC253738
Remote Similarity	0.6483	NPC476125
Remote Similarity	0.6483	NPC265413
Remote Similarity	0.6483	NPC477249
Remote Similarity	0.6483	NPC10154
Remote Similarity	0.6483	NPC474532
Remote Similarity	0.6483	NPC476179
Remote Similarity	0.6483	NPC469568
Remote Similarity	0.6483	NPC474847
Remote Similarity	0.6483	NPC477248
Remote Similarity	0.6479	NPC470585
Remote Similarity	0.6479	NPC321133
Remote Similarity	0.6475	NPC471616
Remote Similarity	0.6471	NPC474157
Remote Similarity	0.6471	NPC63345
Remote Similarity	0.6467	NPC30171
Remote Similarity	0.6467	NPC476749
Remote Similarity	0.6466	NPC472919
Remote Similarity	0.6463	NPC476750
Remote Similarity	0.6463	NPC213969
Remote Similarity	0.6463	NPC165726
Remote Similarity	0.6462	NPC217621
Remote Similarity	0.6458	NPC327070
Remote Similarity	0.6458	NPC472703
Remote Similarity	0.6454	NPC275519
Remote Similarity	0.6449	NPC153053
Remote Similarity	0.6449	NPC190212
Remote Similarity	0.6449	NPC307651
Remote Similarity	0.6444	NPC318327
Remote Similarity	0.6443	NPC72915
Remote Similarity	0.6439	NPC255676
Remote Similarity	0.6439	NPC301943
Remote Similarity	0.6439	NPC474365
Remote Similarity	0.6438	NPC137416
Remote Similarity	0.6434	NPC229600
Remote Similarity	0.6434	NPC270654
Remote Similarity	0.6429	NPC190298
Remote Similarity	0.6429	NPC472319
Remote Similarity	0.6429	NPC128249
Remote Similarity	0.6424	NPC472591
Remote Similarity	0.6423	NPC321852
Remote Similarity	0.6423	NPC66208
Remote Similarity	0.6423	NPC477250
Remote Similarity	0.6423	NPC79496
Remote Similarity	0.6419	NPC69496
Remote Similarity	0.6414	NPC140118
Remote Similarity	0.6414	NPC255253
Remote Similarity	0.6414	NPC328267
Remote Similarity	0.6414	NPC472704
Remote Similarity	0.6414	NPC12881
Remote Similarity	0.6406	NPC5472
Remote Similarity	0.6405	NPC193528
Remote Similarity	0.6403	NPC306740
Remote Similarity	0.6403	NPC474685
Remote Similarity	0.64	NPC220893
Remote Similarity	0.64	NPC233910
Remote Similarity	0.64	NPC245836
Remote Similarity	0.6397	NPC79543
Remote Similarity	0.6395	NPC472706
Remote Similarity	0.6395	NPC253681
Remote Similarity	0.6392	NPC94602
Remote Similarity	0.6391	NPC249067
Remote Similarity	0.6389	NPC147654
Remote Similarity	0.6385	NPC35448
Remote Similarity	0.6385	NPC78701
Remote Similarity	0.6383	NPC228318
Remote Similarity	0.6383	NPC469574
Remote Similarity	0.6383	NPC122117

Drug Structure

NPD5454 OpenBabel08211708292D 34 36 0 0 0 0 0 0 0 0999 V2000 1.7321 -0.0000 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 -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 -1.7321 -3.0000 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 -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 -1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 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 -0.8660 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 -1.0000 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 -2.5981 -2.5000 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 -5.1962 0.0000 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 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 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 -7.0622 0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.5622 -0.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.0981 -6.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.5981 -5.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -6.0000 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 -0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -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 1.7321 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 11 1 0 0 0 0 2 17 2 0 0 0 0 3 7 1 0 0 0 0 3 15 2 0 0 0 0 4 8 2 0 0 0 0 4 15 1 0 0 0 0 5 9 1 0 0 0 0 5 16 2 0 0 0 0 6 10 2 0 0 0 0 6 16 1 0 0 0 0 7 18 2 0 0 0 0 8 18 1 0 0 0 0 9 19 2 0 0 0 0 10 19 1 0 0 0 0 11 30 1 0 0 0 0 12 13 1 0 0 0 0 12 30 1 0 0 0 0 13 33 1 0 0 0 0 14 17 1 0 0 0 0 14 30 1 0 0 0 0 15 20 1 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 20 33 1 0 0 0 0 21 31 2 0 0 0 0 21 32 1 0 0 0 0 22 24 1 0 0 0 0 22 25 1 0 0 0 0 22 26 1 0 0 0 0 23 27 1 0 0 0 0 23 28 1 0 0 0 0 23 29 1 0 0 0 0 32 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006395
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	198693
ChEBI
CAS Number

Drug Properties

Molecular Weight	473.14
ALogP	1.7957
MLogP	2.89
XLogP	6.476
HDA	4
HBD	1
Rotatable Bonds	16
TPSA	49.77
RO5 Violation	1