NPASS drugs

Drug Information

Drug ID:	NPD6318
Drug Name:
Molecular Formula:	C25H31FN6O2
Canonical SMILES:	CCC(=O)N(C1(CCN(CC1)CCn1nnn(c1=O)CC)c1ccccc1)c1ccccc1F
Standard InCHI:	InChI=1S/C25H31FN6O2/c1-3-23(33)32(22-13-9-8-12-21(22)26)25(20-10-6-5-7-11-20)14-16-29(17-15-25)18-19-31-24(34)30(4-2)27-28-31/h5-13H,3-4,14-19H2,1-2H3
Standard InCHIKey:	RJSCINHYBGMIFT-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6318

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	225
0.1-0.2	2043
0.2-0.3	10762
0.3-0.4	12623
0.4-0.5	3811
0.5-0.6	1251
0.6-0.7	164
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	0.7586	NPC469560
Intermediate Similarity	0.7329	NPC471123
Intermediate Similarity	0.7323	NPC291610
Intermediate Similarity	0.7273	NPC66936
Intermediate Similarity	0.7215	NPC276085
Intermediate Similarity	0.7143	NPC109787
Intermediate Similarity	0.7045	NPC20322
Intermediate Similarity	0.7044	NPC222029
Intermediate Similarity	0.702	NPC186284
Intermediate Similarity	0.702	NPC22082
Intermediate Similarity	0.7006	NPC117032
Remote Similarity	0.6954	NPC130251
Remote Similarity	0.6944	NPC252794
Remote Similarity	0.6906	NPC192209
Remote Similarity	0.6867	NPC267508
Remote Similarity	0.6846	NPC326792
Remote Similarity	0.6831	NPC475915
Remote Similarity	0.6826	NPC242269
Remote Similarity	0.6772	NPC473329
Remote Similarity	0.6769	NPC75496
Remote Similarity	0.6767	NPC473418
Remote Similarity	0.6739	NPC296163
Remote Similarity	0.6739	NPC187036
Remote Similarity	0.669	NPC226143
Remote Similarity	0.6688	NPC301760
Remote Similarity	0.6667	NPC145754
Remote Similarity	0.6667	NPC31651
Remote Similarity	0.6645	NPC325599
Remote Similarity	0.6643	NPC288232
Remote Similarity	0.662	NPC228515
Remote Similarity	0.6603	NPC469537
Remote Similarity	0.66	NPC53044
Remote Similarity	0.6585	NPC471122
Remote Similarity	0.6581	NPC470301
Remote Similarity	0.6545	NPC68650
Remote Similarity	0.6528	NPC316582
Remote Similarity	0.6527	NPC471124
Remote Similarity	0.6522	NPC154602
Remote Similarity	0.6522	NPC243756
Remote Similarity	0.6513	NPC162417
Remote Similarity	0.6513	NPC316104
Remote Similarity	0.6503	NPC264580
Remote Similarity	0.6483	NPC257490
Remote Similarity	0.6478	NPC470440
Remote Similarity	0.6474	NPC471164
Remote Similarity	0.6471	NPC300299
Remote Similarity	0.6467	NPC9856
Remote Similarity	0.6467	NPC473417
Remote Similarity	0.645	NPC475248
Remote Similarity	0.645	NPC63047
Remote Similarity	0.6443	NPC476950
Remote Similarity	0.6443	NPC478079
Remote Similarity	0.6434	NPC313449
Remote Similarity	0.6424	NPC113946
Remote Similarity	0.6424	NPC104345
Remote Similarity	0.641	NPC315051
Remote Similarity	0.6395	NPC470548
Remote Similarity	0.6374	NPC355
Remote Similarity	0.6357	NPC470926
Remote Similarity	0.6348	NPC141612
Remote Similarity	0.6348	NPC17273
Remote Similarity	0.6348	NPC135601
Remote Similarity	0.6347	NPC225319
Remote Similarity	0.6346	NPC83214
Remote Similarity	0.6345	NPC177684
Remote Similarity	0.6345	NPC291962
Remote Similarity	0.6335	NPC212799
Remote Similarity	0.6333	NPC128582
Remote Similarity	0.6328	NPC2933
Remote Similarity	0.631	NPC472101
Remote Similarity	0.631	NPC472120
Remote Similarity	0.631	NPC194881
Remote Similarity	0.631	NPC472117
Remote Similarity	0.6301	NPC161956
Remote Similarity	0.6301	NPC112373
Remote Similarity	0.6301	NPC258531
Remote Similarity	0.6299	NPC313352
Remote Similarity	0.6292	NPC259626
Remote Similarity	0.6292	NPC307396
Remote Similarity	0.628	NPC122106
Remote Similarity	0.628	NPC285381
Remote Similarity	0.6276	NPC220698
Remote Similarity	0.6271	NPC256288
Remote Similarity	0.6265	NPC29285
Remote Similarity	0.6259	NPC302790
Remote Similarity	0.625	NPC472540
Remote Similarity	0.625	NPC470787
Remote Similarity	0.625	NPC472539
Remote Similarity	0.625	NPC309531
Remote Similarity	0.625	NPC472102
Remote Similarity	0.6243	NPC161861
Remote Similarity	0.6243	NPC285622
Remote Similarity	0.6243	NPC473743
Remote Similarity	0.6242	NPC281094
Remote Similarity	0.6242	NPC478076
Remote Similarity	0.6235	NPC472106
Remote Similarity	0.6235	NPC254798
Remote Similarity	0.6216	NPC268534
Remote Similarity	0.6216	NPC472541
Remote Similarity	0.6216	NPC472542
Remote Similarity	0.6209	NPC231382
Remote Similarity	0.6203	NPC207554
Remote Similarity	0.6199	NPC214960
Remote Similarity	0.6199	NPC279527
Remote Similarity	0.6194	NPC184437
Remote Similarity	0.6176	NPC478182
Remote Similarity	0.6173	NPC469735
Remote Similarity	0.6168	NPC469536
Remote Similarity	0.6167	NPC473615
Remote Similarity	0.6164	NPC471574
Remote Similarity	0.6159	NPC250476
Remote Similarity	0.6158	NPC286994
Remote Similarity	0.6144	NPC187231
Remote Similarity	0.6138	NPC313673
Remote Similarity	0.6136	NPC28848
Remote Similarity	0.6136	NPC14325
Remote Similarity	0.6135	NPC478186
Remote Similarity	0.6135	NPC469740
Remote Similarity	0.6133	NPC229484
Remote Similarity	0.6133	NPC192533
Remote Similarity	0.6131	NPC477887
Remote Similarity	0.6125	NPC238499
Remote Similarity	0.6118	NPC282339
Remote Similarity	0.6118	NPC99632
Remote Similarity	0.6118	NPC469741
Remote Similarity	0.6118	NPC478185
Remote Similarity	0.6111	NPC133003
Remote Similarity	0.6108	NPC476219
Remote Similarity	0.6099	NPC292675
Remote Similarity	0.6093	NPC470343
Remote Similarity	0.6093	NPC472244
Remote Similarity	0.6092	NPC318183
Remote Similarity	0.6087	NPC308197
Remote Similarity	0.6078	NPC150863
Remote Similarity	0.6074	NPC264589
Remote Similarity	0.6071	NPC79618
Remote Similarity	0.6071	NPC315257
Remote Similarity	0.6071	NPC434
Remote Similarity	0.6065	NPC207428
Remote Similarity	0.6064	NPC106118
Remote Similarity	0.6061	NPC318086
Remote Similarity	0.6059	NPC474058
Remote Similarity	0.6058	NPC329375
Remote Similarity	0.6057	NPC139085
Remote Similarity	0.6057	NPC177261
Remote Similarity	0.6057	NPC96901
Remote Similarity	0.6057	NPC214626
Remote Similarity	0.6057	NPC251212
Remote Similarity	0.6049	NPC136002
Remote Similarity	0.6047	NPC305602
Remote Similarity	0.6047	NPC17497
Remote Similarity	0.6045	NPC14849
Remote Similarity	0.6042	NPC57051
Remote Similarity	0.604	NPC314192
Remote Similarity	0.6039	NPC314431
Remote Similarity	0.6039	NPC280807
Remote Similarity	0.6039	NPC472245
Remote Similarity	0.6038	NPC65408
Remote Similarity	0.6036	NPC61013
Remote Similarity	0.6034	NPC472118
Remote Similarity	0.6033	NPC276430
Remote Similarity	0.6027	NPC470544
Remote Similarity	0.6024	NPC206592
Remote Similarity	0.6023	NPC176983
Remote Similarity	0.6023	NPC476231
Remote Similarity	0.6012	NPC476297
Remote Similarity	0.6	NPC204156
Remote Similarity	0.6	NPC243162
Remote Similarity	0.6	NPC39818
Remote Similarity	0.6	NPC193410
Remote Similarity	0.6	NPC470205
Remote Similarity	0.6	NPC293487
Remote Similarity	0.6	NPC36495
Remote Similarity	0.6	NPC472258
Remote Similarity	0.6	NPC242000
Remote Similarity	0.5988	NPC271797
Remote Similarity	0.5988	NPC21174
Remote Similarity	0.5988	NPC478184
Remote Similarity	0.5988	NPC328270
Remote Similarity	0.5987	NPC79698
Remote Similarity	0.5986	NPC470545
Remote Similarity	0.5977	NPC33507
Remote Similarity	0.5976	NPC84317
Remote Similarity	0.5974	NPC209389
Remote Similarity	0.5973	NPC279385
Remote Similarity	0.5973	NPC179605
Remote Similarity	0.597	NPC329430
Remote Similarity	0.5969	NPC471436
Remote Similarity	0.5967	NPC470003
Remote Similarity	0.5967	NPC21429
Remote Similarity	0.5965	NPC248117
Remote Similarity	0.5965	NPC143457
Remote Similarity	0.5965	NPC201424
Remote Similarity	0.5963	NPC104483
Remote Similarity	0.5963	NPC2823
Remote Similarity	0.5957	NPC471199
Remote Similarity	0.5954	NPC195507
Remote Similarity	0.5954	NPC2165
Remote Similarity	0.5951	NPC20144
Remote Similarity	0.5946	NPC470546

Drug Structure

NPD6318 OpenBabel08211709092D 34 37 0 0 0 0 0 0 0 0999 V2000 9.1989 -0.8216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0942 -0.6461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3773 -1.2960 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2275 -1.0320 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7341 0.6015 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9125 1.0758 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7341 -0.3473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9125 -4.6165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0908 -4.1421 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0908 0.6015 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9125 -0.8216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7341 -4.1421 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0908 -3.1934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7949 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7949 -1.6432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8462 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8462 -1.6432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4231 -0.8216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9487 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0908 -0.3473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7341 -3.1934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9125 -2.7190 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5557 -0.8216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5576 -0.7675 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2692 -0.8216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5557 -2.7190 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.4599 0.4744 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5576 0.7675 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.3718 -0.8216 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4599 -0.4744 0.0000 N 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 5.9125 -1.7703 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.5557 0.1271 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2645 -1.6698 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 23 1 0 0 0 0 4 30 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 10 1 0 0 0 0 7 11 2 0 0 0 0 8 9 2 0 0 0 0 8 12 1 0 0 0 0 9 13 1 0 0 0 0 10 20 2 0 0 0 0 11 20 1 0 0 0 0 12 21 2 0 0 0 0 13 22 2 0 0 0 0 14 16 1 0 0 0 0 14 25 1 0 0 0 0 15 17 1 0 0 0 0 15 25 1 0 0 0 0 16 29 1 0 0 0 0 17 29 1 0 0 0 0 18 19 1 0 0 0 0 18 29 1 0 0 0 0 19 31 1 0 0 0 0 20 25 1 0 0 0 0 21 22 1 0 0 0 0 21 26 1 0 0 0 0 22 32 1 0 0 0 0 23 32 1 0 0 0 0 23 33 2 0 0 0 0 24 30 1 0 0 0 0 24 31 1 0 0 0 0 24 34 2 0 0 0 0 25 32 1 0 0 0 0 27 28 2 0 0 0 0 27 30 1 0 0 0 0 28 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000274
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	60728
ChEBI
CAS Number

Drug Properties

Molecular Weight	466.25
ALogP	-0.3037
MLogP	3.22
XLogP	4.019
HDA	8
HBD	0
Rotatable Bonds	12
TPSA	71.82
RO5 Violation	0