NPASS drugs

Drug Information

Drug ID:	NPD5473
Drug Name:	NPC-18166
Molecular Formula:	C23H22F2N2O
Canonical SMILES:	Fc1ccc(cc1)C(=O)CCCN1CC2CCC1c1c2[nH]c2c1cc(F)cc2
Standard InCHI:	InChI=1S/C23H22F2N2O/c24-16-6-3-14(4-7-16)21(28)2-1-11-27-13-15-5-10-20(27)22-18-12-17(25)8-9-19(18)26-23(15)22/h3-4,6-9,12,15,20,26H,1-2,5,10-11,13H2
Standard InCHIKey:	VNWQIGLGFPUCOI-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5473

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	437
0.1-0.2	2481
0.2-0.3	11007
0.3-0.4	12117
0.4-0.5	2114
0.5-0.6	1369
0.6-0.7	1024
0.7-0.8	328
0.8-0.85	11
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	0.8503	NPC271797
High Similarity	0.8503	NPC21174
Intermediate Similarity	0.84	NPC470205
Intermediate Similarity	0.8258	NPC141612
Intermediate Similarity	0.8258	NPC135601
Intermediate Similarity	0.8258	NPC17273
Intermediate Similarity	0.8249	NPC21429
Intermediate Similarity	0.8202	NPC133003
Intermediate Similarity	0.8155	NPC76982
Intermediate Similarity	0.8103	NPC252572
Intermediate Similarity	0.8068	NPC284775
Intermediate Similarity	0.8023	NPC115232
Intermediate Similarity	0.8022	NPC324091
Intermediate Similarity	0.7989	NPC471943
Intermediate Similarity	0.7989	NPC117027
Intermediate Similarity	0.7989	NPC304203
Intermediate Similarity	0.7952	NPC21605
Intermediate Similarity	0.7943	NPC6982
Intermediate Similarity	0.7892	NPC326422
Intermediate Similarity	0.7869	NPC473666
Intermediate Similarity	0.7866	NPC63157
Intermediate Similarity	0.7866	NPC473868
Intermediate Similarity	0.7857	NPC33421
Intermediate Similarity	0.7845	NPC477003
Intermediate Similarity	0.7833	NPC191415
Intermediate Similarity	0.7826	NPC329858
Intermediate Similarity	0.7826	NPC472112
Intermediate Similarity	0.7809	NPC151635
Intermediate Similarity	0.7805	NPC59084
Intermediate Similarity	0.7797	NPC161861
Intermediate Similarity	0.7796	NPC472210
Intermediate Similarity	0.7796	NPC472295
Intermediate Similarity	0.7796	NPC269886
Intermediate Similarity	0.7796	NPC81802
Intermediate Similarity	0.7796	NPC247735
Intermediate Similarity	0.7784	NPC476460
Intermediate Similarity	0.7778	NPC88110
Intermediate Similarity	0.7766	NPC167710
Intermediate Similarity	0.7765	NPC237188
Intermediate Similarity	0.7744	NPC88097
Intermediate Similarity	0.7725	NPC470440
Intermediate Similarity	0.7714	NPC42372
Intermediate Similarity	0.7701	NPC214106
Intermediate Similarity	0.7667	NPC157583
Intermediate Similarity	0.7661	NPC200743
Intermediate Similarity	0.7654	NPC189812
Intermediate Similarity	0.7654	NPC329688
Intermediate Similarity	0.7647	NPC272458
Intermediate Similarity	0.7647	NPC472113
Intermediate Similarity	0.7647	NPC47190
Intermediate Similarity	0.7647	NPC472292
Intermediate Similarity	0.7634	NPC314333
Intermediate Similarity	0.7632	NPC34837
Intermediate Similarity	0.7619	NPC472293
Intermediate Similarity	0.7614	NPC71132
Intermediate Similarity	0.7609	NPC99939
Intermediate Similarity	0.7609	NPC308931
Intermediate Similarity	0.7607	NPC198988
Intermediate Similarity	0.7602	NPC470233
Intermediate Similarity	0.76	NPC194881
Intermediate Similarity	0.7596	NPC102755
Intermediate Similarity	0.7593	NPC473930
Intermediate Similarity	0.759	NPC2949
Intermediate Similarity	0.7586	NPC56765
Intermediate Similarity	0.7586	NPC474880
Intermediate Similarity	0.7586	NPC221786
Intermediate Similarity	0.7586	NPC475990
Intermediate Similarity	0.7581	NPC63199
Intermediate Similarity	0.7581	NPC196251
Intermediate Similarity	0.7581	NPC111602
Intermediate Similarity	0.7581	NPC103119
Intermediate Similarity	0.7581	NPC102338
Intermediate Similarity	0.7561	NPC325252
Intermediate Similarity	0.7556	NPC293216
Intermediate Similarity	0.7543	NPC229173
Intermediate Similarity	0.7531	NPC475450
Intermediate Similarity	0.7526	NPC79356
Intermediate Similarity	0.7526	NPC102592
Intermediate Similarity	0.7526	NPC317701
Intermediate Similarity	0.75	NPC472297
Intermediate Similarity	0.75	NPC472296
Intermediate Similarity	0.7474	NPC162730
Intermediate Similarity	0.7474	NPC157828
Intermediate Similarity	0.7474	NPC19692
Intermediate Similarity	0.7474	NPC220151
Intermediate Similarity	0.7474	NPC195239
Intermediate Similarity	0.7469	NPC475428
Intermediate Similarity	0.7453	NPC473762
Intermediate Similarity	0.7448	NPC50503
Intermediate Similarity	0.7438	NPC250361
Intermediate Similarity	0.7435	NPC11445
Intermediate Similarity	0.7423	NPC179365
Intermediate Similarity	0.7411	NPC477065
Intermediate Similarity	0.7409	NPC237414
Intermediate Similarity	0.7407	NPC473587
Intermediate Similarity	0.7396	NPC227582
Intermediate Similarity	0.7394	NPC175474
Intermediate Similarity	0.7394	NPC255909
Intermediate Similarity	0.7391	NPC477042
Intermediate Similarity	0.7389	NPC194411
Intermediate Similarity	0.7386	NPC474492
Intermediate Similarity	0.7386	NPC318065
Intermediate Similarity	0.7386	NPC206819
Intermediate Similarity	0.7385	NPC474116
Intermediate Similarity	0.7381	NPC115611
Intermediate Similarity	0.7371	NPC199851
Intermediate Similarity	0.7371	NPC313985
Intermediate Similarity	0.7371	NPC312870
Intermediate Similarity	0.7371	NPC49196
Intermediate Similarity	0.7371	NPC254240
Intermediate Similarity	0.7371	NPC195461
Intermediate Similarity	0.7371	NPC81654
Intermediate Similarity	0.7371	NPC294909
Intermediate Similarity	0.7371	NPC79129
Intermediate Similarity	0.7371	NPC128265
Intermediate Similarity	0.7371	NPC249150
Intermediate Similarity	0.7368	NPC216550
Intermediate Similarity	0.7366	NPC467063
Intermediate Similarity	0.7366	NPC258480
Intermediate Similarity	0.7362	NPC22079
Intermediate Similarity	0.736	NPC471191
Intermediate Similarity	0.7351	NPC470677
Intermediate Similarity	0.7349	NPC218268
Intermediate Similarity	0.7348	NPC262338
Intermediate Similarity	0.7345	NPC100104
Intermediate Similarity	0.7345	NPC470680
Intermediate Similarity	0.7344	NPC472116
Intermediate Similarity	0.7337	NPC213468
Intermediate Similarity	0.7333	NPC317430
Intermediate Similarity	0.7321	NPC312092
Intermediate Similarity	0.732	NPC74413
Intermediate Similarity	0.732	NPC477004
Intermediate Similarity	0.7314	NPC38736
Intermediate Similarity	0.7312	NPC19679
Intermediate Similarity	0.731	NPC88115
Intermediate Similarity	0.731	NPC204141
Intermediate Similarity	0.7308	NPC472123
Intermediate Similarity	0.7297	NPC91179
Intermediate Similarity	0.7297	NPC469896
Intermediate Similarity	0.7293	NPC474897
Intermediate Similarity	0.7288	NPC41257
Intermediate Similarity	0.7287	NPC160381
Intermediate Similarity	0.7283	NPC37548
Intermediate Similarity	0.7283	NPC15573
Intermediate Similarity	0.7283	NPC183662
Intermediate Similarity	0.7283	NPC234987
Intermediate Similarity	0.7283	NPC217372
Intermediate Similarity	0.7282	NPC252338
Intermediate Similarity	0.7278	NPC284635
Intermediate Similarity	0.7273	NPC228835
Intermediate Similarity	0.7268	NPC37423
Intermediate Similarity	0.7268	NPC275305
Intermediate Similarity	0.7264	NPC72956
Intermediate Similarity	0.7263	NPC154339
Intermediate Similarity	0.7263	NPC265100
Intermediate Similarity	0.7257	NPC325903
Intermediate Similarity	0.7254	NPC245916
Intermediate Similarity	0.7247	NPC44773
Intermediate Similarity	0.7247	NPC215584
Intermediate Similarity	0.7245	NPC471944
Intermediate Similarity	0.7243	NPC11126
Intermediate Similarity	0.7243	NPC219336
Intermediate Similarity	0.7241	NPC473878
Intermediate Similarity	0.7241	NPC53947
Intermediate Similarity	0.724	NPC267343
Intermediate Similarity	0.7232	NPC216643
Intermediate Similarity	0.7228	NPC153980
Intermediate Similarity	0.7228	NPC6865
Intermediate Similarity	0.7225	NPC477134
Intermediate Similarity	0.7219	NPC110126
Intermediate Similarity	0.7219	NPC73767
Intermediate Similarity	0.7214	NPC471304
Intermediate Similarity	0.7209	NPC314372
Intermediate Similarity	0.7208	NPC106757
Intermediate Similarity	0.7208	NPC260900
Intermediate Similarity	0.7207	NPC478185
Intermediate Similarity	0.7207	NPC242116
Intermediate Similarity	0.7204	NPC15840
Intermediate Similarity	0.7202	NPC105127
Intermediate Similarity	0.7196	NPC94752
Intermediate Similarity	0.7196	NPC99428
Intermediate Similarity	0.7196	NPC66210
Intermediate Similarity	0.7193	NPC136002
Intermediate Similarity	0.7193	NPC190296
Intermediate Similarity	0.7191	NPC135141
Intermediate Similarity	0.7191	NPC92796
Intermediate Similarity	0.7189	NPC68354
Intermediate Similarity	0.7189	NPC145885
Intermediate Similarity	0.7189	NPC84827
Intermediate Similarity	0.7189	NPC14113
Intermediate Similarity	0.7188	NPC55493
Intermediate Similarity	0.7188	NPC471386
Intermediate Similarity	0.7184	NPC124005
Intermediate Similarity	0.7184	NPC187951
Intermediate Similarity	0.7182	NPC56233
Intermediate Similarity	0.7182	NPC114637
Intermediate Similarity	0.7181	NPC110158
Intermediate Similarity	0.7181	NPC472294
Intermediate Similarity	0.7179	NPC52557
Intermediate Similarity	0.7176	NPC469779

Drug Structure

NPD5473 OpenBabel08211708292D 29 33 0 0 1 0 0 0 0 0999 V2000 2.5689 1.4375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4390 0.9354 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0487 1.4382 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1790 -0.0687 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8301 2.3943 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9187 0.9361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0491 -0.5708 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6590 -1.9149 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8297 -1.4364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0005 2.8735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6991 0.9351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4885 -0.4783 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0004 0.9581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1788 0.9358 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8299 1.4368 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 6.9189 -0.0684 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4886 -1.4357 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6589 0.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8293 -0.4785 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8288 2.3950 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.3088 1.4379 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8292 1.4371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0004 0.9579 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7890 -0.5705 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.3547 -1.9356 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 0.8290 1.4372 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3086 2.4424 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8659 -0.5003 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 21 1 0 0 0 0 3 6 1 0 0 0 0 3 14 2 0 0 0 0 4 7 2 0 0 0 0 4 14 1 0 0 0 0 5 10 1 0 0 0 0 5 15 1 0 0 0 0 6 16 2 0 0 0 0 7 16 1 0 0 0 0 8 9 2 0 0 0 0 8 17 1 0 0 0 0 9 19 1 0 0 0 0 10 20 1 0 0 0 0 11 27 1 0 0 0 0 12 17 2 0 0 0 0 12 18 1 0 0 0 0 13 15 1 0 0 0 0 13 27 1 0 0 0 0 14 21 1 0 0 0 0 15 23 1 0 0 0 0 16 24 1 0 0 0 0 17 25 1 0 0 0 0 18 19 2 0 0 0 0 18 22 1 0 0 0 0 19 26 1 0 0 0 0 20 22 1 0 0 0 0 20 27 1 0 0 0 0 21 28 2 0 0 0 0 22 23 2 0 0 0 0 23 26 1 0 0 0 0 26 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011453
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	380.17
ALogP	-0.3305
MLogP	3.44
XLogP	4.614
HDA	3
HBD	1
Rotatable Bonds	7
TPSA	36.1
RO5 Violation	0