NPASS drugs

Drug Information

Drug ID:	NPD5861
Drug Name:
Molecular Formula:	C24H24F3N5O3
Canonical SMILES:	Cc1cc(cc2c1C(=O)N(C2)Cc1ccc(cc1)OC(F)(F)F)c1onc(n1)CN1CCNCC1
Standard InCHI:	InChI=1S/C24H24F3N5O3/c1-15-10-17(22-29-20(30-35-22)14-31-8-6-28-7-9-31)11-18-13-32(23(33)21(15)18)12-16-2-4-19(5-3-16)34-24(25,26)27/h2-5,10-11,28H,6-9,12-14H2,1H3
Standard InCHIKey:	IPCYZQQFECEHLI-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5861

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	498
0.1-0.2	2664
0.2-0.3	9683
0.3-0.4	4375
0.4-0.5	10551
0.5-0.6	2662
0.6-0.7	450
0.7-0.8	7
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	0.7468	NPC471615
Intermediate Similarity	0.7447	NPC471762
Intermediate Similarity	0.7331	NPC157931
Intermediate Similarity	0.73	NPC66777
Intermediate Similarity	0.7113	NPC257851
Intermediate Similarity	0.7094	NPC305984
Intermediate Similarity	0.7076	NPC323969
Remote Similarity	0.6969	NPC303374
Remote Similarity	0.6942	NPC194740
Remote Similarity	0.6855	NPC101350
Remote Similarity	0.6853	NPC243850
Remote Similarity	0.6849	NPC303658
Remote Similarity	0.6838	NPC470020
Remote Similarity	0.6815	NPC235685
Remote Similarity	0.6811	NPC51854
Remote Similarity	0.6805	NPC220851
Remote Similarity	0.6803	NPC315822
Remote Similarity	0.6802	NPC253675
Remote Similarity	0.6802	NPC208898
Remote Similarity	0.6797	NPC244543
Remote Similarity	0.6772	NPC9729
Remote Similarity	0.6762	NPC187145
Remote Similarity	0.6737	NPC242923
Remote Similarity	0.6721	NPC49547
Remote Similarity	0.6721	NPC470018
Remote Similarity	0.6709	NPC249583
Remote Similarity	0.6709	NPC4687
Remote Similarity	0.6707	NPC470017
Remote Similarity	0.668	NPC48317
Remote Similarity	0.6667	NPC39370
Remote Similarity	0.6667	NPC280638
Remote Similarity	0.6654	NPC63109
Remote Similarity	0.6653	NPC472099
Remote Similarity	0.6653	NPC473186
Remote Similarity	0.6639	NPC473041
Remote Similarity	0.6639	NPC467439
Remote Similarity	0.6627	NPC329631
Remote Similarity	0.6626	NPC74575
Remote Similarity	0.6625	NPC322064
Remote Similarity	0.6614	NPC470022
Remote Similarity	0.6614	NPC184680
Remote Similarity	0.6612	NPC308906
Remote Similarity	0.6598	NPC144452
Remote Similarity	0.6597	NPC87413
Remote Similarity	0.6596	NPC300156
Remote Similarity	0.6596	NPC45190
Remote Similarity	0.6589	NPC67401
Remote Similarity	0.6587	NPC470784
Remote Similarity	0.6587	NPC131486
Remote Similarity	0.6587	NPC470785
Remote Similarity	0.6584	NPC225279
Remote Similarity	0.6569	NPC308137
Remote Similarity	0.6569	NPC264176
Remote Similarity	0.6569	NPC310211
Remote Similarity	0.6559	NPC478078
Remote Similarity	0.6557	NPC198503
Remote Similarity	0.6557	NPC280799
Remote Similarity	0.6556	NPC274982
Remote Similarity	0.6556	NPC148183
Remote Similarity	0.6556	NPC152768
Remote Similarity	0.6555	NPC471304
Remote Similarity	0.6552	NPC478083
Remote Similarity	0.6549	NPC75179
Remote Similarity	0.6546	NPC474688
Remote Similarity	0.6545	NPC35761
Remote Similarity	0.6545	NPC21638
Remote Similarity	0.6542	NPC207866
Remote Similarity	0.6542	NPC236668
Remote Similarity	0.6529	NPC169402
Remote Similarity	0.6523	NPC208522
Remote Similarity	0.6516	NPC150239
Remote Similarity	0.6515	NPC146976
Remote Similarity	0.6515	NPC116238
Remote Similarity	0.6515	NPC50562
Remote Similarity	0.6504	NPC122436
Remote Similarity	0.6502	NPC96321
Remote Similarity	0.65	NPC472098
Remote Similarity	0.6498	NPC270918
Remote Similarity	0.6492	NPC323244
Remote Similarity	0.6488	NPC67658
Remote Similarity	0.6468	NPC295898
Remote Similarity	0.6466	NPC274640
Remote Similarity	0.6466	NPC311906
Remote Similarity	0.6466	NPC237978
Remote Similarity	0.6463	NPC210434
Remote Similarity	0.6462	NPC133609
Remote Similarity	0.6461	NPC471197
Remote Similarity	0.6459	NPC81939
Remote Similarity	0.6454	NPC132329
Remote Similarity	0.6449	NPC272174
Remote Similarity	0.6448	NPC63971
Remote Similarity	0.6448	NPC91868
Remote Similarity	0.6445	NPC473540
Remote Similarity	0.6445	NPC295452
Remote Similarity	0.6445	NPC171393
Remote Similarity	0.6445	NPC478081
Remote Similarity	0.6444	NPC174758
Remote Similarity	0.6444	NPC470205
Remote Similarity	0.6439	NPC74619
Remote Similarity	0.6438	NPC100863
Remote Similarity	0.6437	NPC189079
Remote Similarity	0.6434	NPC471198
Remote Similarity	0.6434	NPC247803
Remote Similarity	0.6434	NPC46561
Remote Similarity	0.6434	NPC475666
Remote Similarity	0.6429	NPC471155
Remote Similarity	0.6423	NPC17305
Remote Similarity	0.6418	NPC315467
Remote Similarity	0.6414	NPC160666
Remote Similarity	0.6408	NPC168209
Remote Similarity	0.6408	NPC269270
Remote Similarity	0.6408	NPC208084
Remote Similarity	0.6406	NPC477066
Remote Similarity	0.6405	NPC39500
Remote Similarity	0.6402	NPC39679
Remote Similarity	0.6402	NPC270241
Remote Similarity	0.6402	NPC285192
Remote Similarity	0.6394	NPC478009
Remote Similarity	0.639	NPC187501
Remote Similarity	0.6389	NPC328924
Remote Similarity	0.6389	NPC196718
Remote Similarity	0.6387	NPC225400
Remote Similarity	0.6383	NPC329747
Remote Similarity	0.6382	NPC14686
Remote Similarity	0.6382	NPC174760
Remote Similarity	0.6381	NPC477067
Remote Similarity	0.6381	NPC478082
Remote Similarity	0.6379	NPC198401
Remote Similarity	0.6378	NPC473187
Remote Similarity	0.6375	NPC24019
Remote Similarity	0.6375	NPC61038
Remote Similarity	0.6375	NPC278525
Remote Similarity	0.6375	NPC115595
Remote Similarity	0.6371	NPC322482
Remote Similarity	0.6371	NPC130570
Remote Similarity	0.6367	NPC248601
Remote Similarity	0.6364	NPC22481
Remote Similarity	0.6364	NPC110182
Remote Similarity	0.6364	NPC471603
Remote Similarity	0.636	NPC470786
Remote Similarity	0.636	NPC472538
Remote Similarity	0.6357	NPC142385
Remote Similarity	0.6356	NPC271792
Remote Similarity	0.6356	NPC474896
Remote Similarity	0.6356	NPC60621
Remote Similarity	0.6353	NPC184225
Remote Similarity	0.6353	NPC191489
Remote Similarity	0.635	NPC314882
Remote Similarity	0.6349	NPC260434
Remote Similarity	0.6346	NPC17437
Remote Similarity	0.6342	NPC475844
Remote Similarity	0.6341	NPC288987
Remote Similarity	0.6337	NPC77101
Remote Similarity	0.6337	NPC471080
Remote Similarity	0.6337	NPC469592
Remote Similarity	0.6336	NPC137353
Remote Similarity	0.6333	NPC82548
Remote Similarity	0.6331	NPC243633
Remote Similarity	0.6331	NPC175150
Remote Similarity	0.6331	NPC31097
Remote Similarity	0.6328	NPC474183
Remote Similarity	0.6327	NPC244425
Remote Similarity	0.6327	NPC15384
Remote Similarity	0.6324	NPC102593
Remote Similarity	0.6322	NPC208284
Remote Similarity	0.6318	NPC72905
Remote Similarity	0.6318	NPC175602
Remote Similarity	0.6314	NPC108342
Remote Similarity	0.631	NPC116622
Remote Similarity	0.631	NPC326363
Remote Similarity	0.6308	NPC469734
Remote Similarity	0.6305	NPC51388
Remote Similarity	0.6304	NPC475816
Remote Similarity	0.6302	NPC53534
Remote Similarity	0.6301	NPC184408
Remote Similarity	0.6301	NPC264285
Remote Similarity	0.6289	NPC28945
Remote Similarity	0.6289	NPC6786
Remote Similarity	0.6289	NPC189903
Remote Similarity	0.6289	NPC182907
Remote Similarity	0.6286	NPC62995
Remote Similarity	0.6286	NPC170114
Remote Similarity	0.628	NPC473449
Remote Similarity	0.628	NPC179287
Remote Similarity	0.6277	NPC478011
Remote Similarity	0.6275	NPC136924
Remote Similarity	0.6273	NPC478010
Remote Similarity	0.6269	NPC78609
Remote Similarity	0.6265	NPC216612
Remote Similarity	0.6265	NPC280272
Remote Similarity	0.626	NPC270515
Remote Similarity	0.6259	NPC88923
Remote Similarity	0.6259	NPC100734
Remote Similarity	0.6259	NPC315634
Remote Similarity	0.6255	NPC314176
Remote Similarity	0.6245	NPC470549
Remote Similarity	0.6245	NPC477979
Remote Similarity	0.624	NPC174672
Remote Similarity	0.6239	NPC243626
Remote Similarity	0.6235	NPC469594

Drug Structure

NPD5861 OpenBabel08211708292D 36 40 0 0 0 0 0 0 0 0999 V2000 -3.5878 -2.5411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4025 -0.6066 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2685 0.8934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2685 -1.1066 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1346 0.3934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3962 -1.6711 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6917 -0.0888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4826 -2.0779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7781 -0.4955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 -1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5365 0.8934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7569 0.8002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7601 -1.8968 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 -1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4025 0.3934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1346 -0.6066 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5659 -0.6011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.8666 -0.6066 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.8666 -0.6066 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -10.3666 -1.4726 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -9.8666 0.3934 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.5007 -0.6766 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.6180 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6736 -1.4901 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.6705 0.3934 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.3091 -1.2702 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.0006 -1.1066 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.4143 -0.2699 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 4 1 0 0 0 0 2 16 2 0 0 0 0 3 5 2 0 0 0 0 3 16 1 0 0 0 0 4 19 2 0 0 0 0 5 19 1 0 0 0 0 6 8 1 0 0 0 0 6 28 1 0 0 0 0 7 9 1 0 0 0 0 7 28 1 0 0 0 0 8 31 1 0 0 0 0 9 31 1 0 0 0 0 10 15 2 0 0 0 0 10 17 1 0 0 0 0 11 17 2 0 0 0 0 11 18 1 0 0 0 0 12 16 1 0 0 0 0 12 32 1 0 0 0 0 13 18 1 0 0 0 0 13 32 1 0 0 0 0 14 20 1 0 0 0 0 14 31 1 0 0 0 0 15 21 1 0 0 0 0 17 22 1 0 0 0 0 18 21 2 0 0 0 0 19 34 1 0 0 0 0 20 29 1 0 0 0 0 20 30 2 0 0 0 0 21 23 1 0 0 0 0 22 29 2 0 0 0 0 22 35 1 0 0 0 0 23 32 1 0 0 0 0 23 33 2 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 24 34 1 0 0 0 0 28 36 1 0 0 0 0 30 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000484
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	25125217
ChEBI
CAS Number

Drug Properties

Molecular Weight	487.18
ALogP	1.6116
MLogP	2.89
XLogP	3.911
HDA	5
HBD	1
Rotatable Bonds	11
TPSA	83.73
RO5 Violation	0