NPASS drugs

Drug Information

Drug ID:	NPD5881
Drug Name:
Molecular Formula:	C24H25F3N2O2
Canonical SMILES:	O[C@@H]1Cc2c(C1)c(ccc2)N=C(/C=C/c1ccc(cc1N1CCCCC1)C(F)(F)F)O
Standard InCHI:	InChI=1S/C24H25F3N2O2/c25-24(26,27)18-9-7-16(22(14-18)29-11-2-1-3-12-29)8-10-23(31)28-21-6-4-5-17-13-19(30)15-20(17)21/h4-10,14,19,30H,1-3,11-13,15H2,(H,28,31)/b10-8+/t19-/m1/s1
Standard InCHIKey:	HAZYXDWNLMGLIS-LHUXKHBRSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5881

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	180
0.1-0.2	1042
0.2-0.3	5100
0.3-0.4	13008
0.4-0.5	7759
0.5-0.6	3295
0.6-0.7	495
0.7-0.8	11
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	0.7303	NPC184437
Intermediate Similarity	0.729	NPC243162
Intermediate Similarity	0.72	NPC197680
Intermediate Similarity	0.72	NPC259098
Intermediate Similarity	0.7143	NPC19679
Intermediate Similarity	0.7125	NPC472100
Intermediate Similarity	0.7091	NPC477157
Intermediate Similarity	0.7091	NPC477156
Intermediate Similarity	0.7083	NPC147957
Intermediate Similarity	0.7019	NPC264589
Intermediate Similarity	0.7	NPC472103
Remote Similarity	0.6977	NPC158129
Remote Similarity	0.6928	NPC226662
Remote Similarity	0.6908	NPC476950
Remote Similarity	0.6906	NPC95783
Remote Similarity	0.6871	NPC212799
Remote Similarity	0.686	NPC317430
Remote Similarity	0.6857	NPC203754
Remote Similarity	0.6857	NPC150048
Remote Similarity	0.6852	NPC116519
Remote Similarity	0.6824	NPC85651
Remote Similarity	0.6824	NPC476231
Remote Similarity	0.6818	NPC326575
Remote Similarity	0.6813	NPC186284
Remote Similarity	0.6813	NPC22082
Remote Similarity	0.679	NPC311330
Remote Similarity	0.6788	NPC318086
Remote Similarity	0.6752	NPC313352
Remote Similarity	0.6747	NPC475763
Remote Similarity	0.6731	NPC476689
Remote Similarity	0.6731	NPC476687
Remote Similarity	0.6731	NPC476685
Remote Similarity	0.6712	NPC205652
Remote Similarity	0.6712	NPC470550
Remote Similarity	0.6705	NPC329688
Remote Similarity	0.6705	NPC189812
Remote Similarity	0.6686	NPC476118
Remote Similarity	0.6685	NPC133261
Remote Similarity	0.6667	NPC472122
Remote Similarity	0.6667	NPC325013
Remote Similarity	0.6667	NPC471743
Remote Similarity	0.6667	NPC477158
Remote Similarity	0.6667	NPC134586
Remote Similarity	0.6667	NPC469462
Remote Similarity	0.6667	NPC24594
Remote Similarity	0.6648	NPC471294
Remote Similarity	0.6648	NPC33902
Remote Similarity	0.6648	NPC276674
Remote Similarity	0.6629	NPC211997
Remote Similarity	0.6629	NPC126481
Remote Similarity	0.6628	NPC472117
Remote Similarity	0.6609	NPC98187
Remote Similarity	0.6597	NPC65855
Remote Similarity	0.6597	NPC292758
Remote Similarity	0.6592	NPC472443
Remote Similarity	0.6587	NPC288445
Remote Similarity	0.6581	NPC478079
Remote Similarity	0.6566	NPC254798
Remote Similarity	0.6556	NPC472105
Remote Similarity	0.6556	NPC326232
Remote Similarity	0.6556	NPC187827
Remote Similarity	0.6554	NPC477185
Remote Similarity	0.6554	NPC313791
Remote Similarity	0.6554	NPC34508
Remote Similarity	0.655	NPC153694
Remote Similarity	0.655	NPC211525
Remote Similarity	0.6545	NPC470824
Remote Similarity	0.6538	NPC101372
Remote Similarity	0.6536	NPC477187
Remote Similarity	0.6536	NPC285941
Remote Similarity	0.6527	NPC300596
Remote Similarity	0.6527	NPC237649
Remote Similarity	0.6526	NPC32200
Remote Similarity	0.6525	NPC178681
Remote Similarity	0.6514	NPC472114
Remote Similarity	0.6514	NPC472115
Remote Similarity	0.6514	NPC278887
Remote Similarity	0.6491	NPC315257
Remote Similarity	0.6491	NPC172937
Remote Similarity	0.6491	NPC94167
Remote Similarity	0.6491	NPC29285
Remote Similarity	0.6486	NPC320088
Remote Similarity	0.6484	NPC472109
Remote Similarity	0.6484	NPC472108
Remote Similarity	0.6484	NPC472110
Remote Similarity	0.6484	NPC139291
Remote Similarity	0.6484	NPC472444
Remote Similarity	0.648	NPC476441
Remote Similarity	0.6474	NPC81229
Remote Similarity	0.6474	NPC27904
Remote Similarity	0.6474	NPC255229
Remote Similarity	0.6467	NPC192209
Remote Similarity	0.6464	NPC15840
Remote Similarity	0.6464	NPC198339
Remote Similarity	0.6463	NPC477155
Remote Similarity	0.6461	NPC472123
Remote Similarity	0.6455	NPC472193
Remote Similarity	0.6455	NPC205403
Remote Similarity	0.6454	NPC291610
Remote Similarity	0.6453	NPC129721
Remote Similarity	0.6452	NPC22689
Remote Similarity	0.6452	NPC105055
Remote Similarity	0.6452	NPC474904
Remote Similarity	0.6444	NPC293472
Remote Similarity	0.6442	NPC472243
Remote Similarity	0.6441	NPC469915
Remote Similarity	0.6438	NPC132847
Remote Similarity	0.6437	NPC472101
Remote Similarity	0.6437	NPC472120
Remote Similarity	0.6429	NPC283130
Remote Similarity	0.6429	NPC314394
Remote Similarity	0.6429	NPC328683
Remote Similarity	0.6425	NPC475097
Remote Similarity	0.6424	NPC264580
Remote Similarity	0.6424	NPC60553
Remote Similarity	0.6419	NPC187036
Remote Similarity	0.6419	NPC296163
Remote Similarity	0.6416	NPC243673
Remote Similarity	0.6416	NPC471122
Remote Similarity	0.6416	NPC310403
Remote Similarity	0.6416	NPC263709
Remote Similarity	0.6416	NPC63210
Remote Similarity	0.6416	NPC36495
Remote Similarity	0.6416	NPC84508
Remote Similarity	0.6416	NPC97380
Remote Similarity	0.6416	NPC148468
Remote Similarity	0.6413	NPC62510
Remote Similarity	0.6409	NPC215795
Remote Similarity	0.6409	NPC270009
Remote Similarity	0.6409	NPC176199
Remote Similarity	0.6406	NPC249040
Remote Similarity	0.6405	NPC475915
Remote Similarity	0.64	NPC159319
Remote Similarity	0.6395	NPC141353
Remote Similarity	0.6389	NPC129624
Remote Similarity	0.6387	NPC102008
Remote Similarity	0.6384	NPC154293
Remote Similarity	0.6379	NPC315368
Remote Similarity	0.6379	NPC143457
Remote Similarity	0.6379	NPC472102
Remote Similarity	0.6379	NPC474058
Remote Similarity	0.6379	NPC309531
Remote Similarity	0.6374	NPC287588
Remote Similarity	0.6374	NPC471132
Remote Similarity	0.6369	NPC276993
Remote Similarity	0.6369	NPC251212
Remote Similarity	0.6369	NPC161292
Remote Similarity	0.6369	NPC473880
Remote Similarity	0.6369	NPC298851
Remote Similarity	0.6369	NPC259545
Remote Similarity	0.6369	NPC293255
Remote Similarity	0.6369	NPC181138
Remote Similarity	0.6369	NPC21752
Remote Similarity	0.6369	NPC139085
Remote Similarity	0.6369	NPC214626
Remote Similarity	0.6369	NPC210415
Remote Similarity	0.6368	NPC162653
Remote Similarity	0.6364	NPC52059
Remote Similarity	0.6364	NPC472106
Remote Similarity	0.6364	NPC470069
Remote Similarity	0.6364	NPC471178
Remote Similarity	0.6364	NPC24954
Remote Similarity	0.6358	NPC159589
Remote Similarity	0.6358	NPC313449
Remote Similarity	0.6354	NPC151939
Remote Similarity	0.6343	NPC47298
Remote Similarity	0.6343	NPC315214
Remote Similarity	0.6343	NPC472121
Remote Similarity	0.6339	NPC475962
Remote Similarity	0.6339	NPC192270
Remote Similarity	0.6339	NPC190461
Remote Similarity	0.6333	NPC472586
Remote Similarity	0.6333	NPC288232
Remote Similarity	0.6324	NPC249405
Remote Similarity	0.6324	NPC476319
Remote Similarity	0.6322	NPC469461
Remote Similarity	0.6322	NPC230869
Remote Similarity	0.6319	NPC218594
Remote Similarity	0.6319	NPC211551
Remote Similarity	0.6319	NPC99043
Remote Similarity	0.6319	NPC232340
Remote Similarity	0.6316	NPC184161
Remote Similarity	0.6316	NPC195314
Remote Similarity	0.6313	NPC318183
Remote Similarity	0.631	NPC470579
Remote Similarity	0.631	NPC128751
Remote Similarity	0.6308	NPC477135
Remote Similarity	0.6307	NPC313757
Remote Similarity	0.6307	NPC102423
Remote Similarity	0.6307	NPC311276
Remote Similarity	0.6307	NPC32028
Remote Similarity	0.6304	NPC133306
Remote Similarity	0.6304	NPC256288
Remote Similarity	0.6303	NPC314113
Remote Similarity	0.6301	NPC10875
Remote Similarity	0.6301	NPC10730
Remote Similarity	0.6298	NPC121903
Remote Similarity	0.6292	NPC33507
Remote Similarity	0.629	NPC90415
Remote Similarity	0.6287	NPC477890

Drug Structure

NPD5881 OpenBabel08211708292D 33 36 0 0 1 0 0 0 0 0999 V2000 -1.7321 3.0000 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 -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 1.7321 -1.0000 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 -5.1962 -0.0000 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 -6.0622 0.5000 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 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 2.4752 0.6691 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 1.0739 1.4781 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 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0685 1.5827 0.0000 C 0 0 2 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 -0.0000 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 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9282 2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -7.4282 1.1340 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5685 2.4487 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 3.5685 2.4487 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 11 1 0 0 0 0 3 12 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 17 1 0 0 0 0 6 21 2 0 0 0 0 7 9 2 0 0 0 0 7 16 1 0 0 0 0 8 10 2 0 0 0 0 8 16 1 0 0 0 0 9 18 1 0 0 0 0 10 23 1 0 0 0 0 11 29 1 0 0 0 0 12 29 1 0 0 0 0 13 17 1 0 0 0 0 13 19 1 0 0 0 0 14 18 2 0 0 0 0 14 22 1 0 0 0 0 15 19 1 0 0 0 0 15 20 1 0 0 0 0 16 22 2 0 0 0 0 17 20 2 0 0 0 0 18 24 1 0 0 0 0 19 30 1 6 0 0 0 20 21 1 0 0 0 0 21 28 1 0 0 0 0 22 29 1 0 0 0 0 23 28 2 3 0 0 0 23 31 1 0 0 0 0 24 25 1 0 0 0 0 24 26 1 0 0 0 0 24 27 1 0 0 0 0 30 32 1 0 0 0 0 31 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000045
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	56603667
ChEBI
CAS Number

Drug Properties

Molecular Weight	430.19
ALogP	0.1641
MLogP	3.33
XLogP	6.347
HDA	4
HBD	2
Rotatable Bonds	10
TPSA	56.06
RO5 Violation	1