NPASS drugs

Drug Information

Drug ID:	NPD6379
Drug Name:	F-12682
Molecular Formula:	C25H35N5O2
Canonical SMILES:	COc1ccc(cc1N1CCN(CC1)C)N=C(N1CCN(CC1)CCc1ccccc1)O
Standard InCHI:	InChI=1S/C25H35N5O2/c1-27-12-16-29(17-13-27)23-20-22(8-9-24(23)32-2)26-25(31)30-18-14-28(15-19-30)11-10-21-6-4-3-5-7-21/h3-9,20H,10-19H2,1-2H3,(H,26,31)
Standard InCHIKey:	SDXUUOUVEULXIO-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6379

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	256
0.1-0.2	1936
0.2-0.3	10151
0.3-0.4	2987
0.4-0.5	11660
0.5-0.6	3349
0.6-0.7	546
0.7-0.8	5
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	0.7412	NPC315257
Intermediate Similarity	0.7288	NPC85482
Intermediate Similarity	0.7068	NPC314948
Intermediate Similarity	0.7063	NPC471306
Intermediate Similarity	0.7063	NPC471321
Remote Similarity	0.6979	NPC478049
Remote Similarity	0.6978	NPC473432
Remote Similarity	0.6963	NPC198401
Remote Similarity	0.6949	NPC315498
Remote Similarity	0.6949	NPC230942
Remote Similarity	0.6915	NPC21425
Remote Similarity	0.6872	NPC70172
Remote Similarity	0.6824	NPC260601
Remote Similarity	0.6798	NPC93653
Remote Similarity	0.6789	NPC477186
Remote Similarity	0.6746	NPC212850
Remote Similarity	0.6746	NPC83289
Remote Similarity	0.6746	NPC314113
Remote Similarity	0.6746	NPC189724
Remote Similarity	0.6744	NPC9373
Remote Similarity	0.6738	NPC116096
Remote Similarity	0.6734	NPC165349
Remote Similarity	0.6734	NPC264166
Remote Similarity	0.6734	NPC274291
Remote Similarity	0.6734	NPC118832
Remote Similarity	0.6734	NPC329708
Remote Similarity	0.6734	NPC47059
Remote Similarity	0.6722	NPC118511
Remote Similarity	0.6706	NPC476462
Remote Similarity	0.6702	NPC217294
Remote Similarity	0.6702	NPC98197
Remote Similarity	0.67	NPC472111
Remote Similarity	0.6688	NPC264782
Remote Similarity	0.6686	NPC247298
Remote Similarity	0.6685	NPC24954
Remote Similarity	0.6667	NPC177404
Remote Similarity	0.6667	NPC285941
Remote Similarity	0.6648	NPC301163
Remote Similarity	0.6624	NPC323948
Remote Similarity	0.6609	NPC245974
Remote Similarity	0.6607	NPC237227
Remote Similarity	0.6601	NPC469589
Remote Similarity	0.6597	NPC33902
Remote Similarity	0.6597	NPC276674
Remote Similarity	0.6592	NPC26850
Remote Similarity	0.6584	NPC478075
Remote Similarity	0.6584	NPC471315
Remote Similarity	0.6584	NPC471314
Remote Similarity	0.6564	NPC78284
Remote Similarity	0.6552	NPC329567
Remote Similarity	0.6552	NPC330683
Remote Similarity	0.6548	NPC29650
Remote Similarity	0.6533	NPC138830
Remote Similarity	0.6532	NPC128019
Remote Similarity	0.6532	NPC136860
Remote Similarity	0.6532	NPC476567
Remote Similarity	0.6526	NPC314659
Remote Similarity	0.6522	NPC33507
Remote Similarity	0.6519	NPC306366
Remote Similarity	0.6517	NPC26872
Remote Similarity	0.6509	NPC138365
Remote Similarity	0.6503	NPC204179
Remote Similarity	0.65	NPC471308
Remote Similarity	0.65	NPC160120
Remote Similarity	0.65	NPC41801
Remote Similarity	0.65	NPC53596
Remote Similarity	0.65	NPC111492
Remote Similarity	0.65	NPC17388
Remote Similarity	0.65	NPC289330
Remote Similarity	0.6495	NPC257851
Remote Similarity	0.6485	NPC473422
Remote Similarity	0.6485	NPC172403
Remote Similarity	0.6485	NPC470484
Remote Similarity	0.6484	NPC133470
Remote Similarity	0.6484	NPC191863
Remote Similarity	0.6484	NPC289776
Remote Similarity	0.6477	NPC210437
Remote Similarity	0.6477	NPC476144
Remote Similarity	0.6477	NPC16107
Remote Similarity	0.6477	NPC106295
Remote Similarity	0.6477	NPC51957
Remote Similarity	0.6474	NPC118776
Remote Similarity	0.6474	NPC197335
Remote Similarity	0.6474	NPC190461
Remote Similarity	0.6471	NPC477111
Remote Similarity	0.6468	NPC52801
Remote Similarity	0.6467	NPC313466
Remote Similarity	0.6465	NPC161804
Remote Similarity	0.6462	NPC92803
Remote Similarity	0.6461	NPC192768
Remote Similarity	0.6461	NPC151895
Remote Similarity	0.6461	NPC220858
Remote Similarity	0.6461	NPC13397
Remote Similarity	0.6461	NPC88249
Remote Similarity	0.6461	NPC97221
Remote Similarity	0.6458	NPC42591
Remote Similarity	0.6457	NPC185838
Remote Similarity	0.6453	NPC314682
Remote Similarity	0.645	NPC329793
Remote Similarity	0.645	NPC127178
Remote Similarity	0.6443	NPC320088
Remote Similarity	0.6443	NPC110741
Remote Similarity	0.6443	NPC18890
Remote Similarity	0.6441	NPC7467
Remote Similarity	0.6436	NPC473460
Remote Similarity	0.6436	NPC475774
Remote Similarity	0.6429	NPC79213
Remote Similarity	0.6429	NPC274732
Remote Similarity	0.6421	NPC287588
Remote Similarity	0.6417	NPC73280
Remote Similarity	0.6416	NPC213206
Remote Similarity	0.6416	NPC328750
Remote Similarity	0.6416	NPC474915
Remote Similarity	0.6416	NPC188163
Remote Similarity	0.6413	NPC299582
Remote Similarity	0.641	NPC473569
Remote Similarity	0.6409	NPC469817
Remote Similarity	0.6409	NPC5238
Remote Similarity	0.6409	NPC204828
Remote Similarity	0.6409	NPC184026
Remote Similarity	0.6409	NPC276588
Remote Similarity	0.6409	NPC54379
Remote Similarity	0.6409	NPC295691
Remote Similarity	0.6409	NPC2413
Remote Similarity	0.6409	NPC189266
Remote Similarity	0.6409	NPC278799
Remote Similarity	0.6409	NPC110416
Remote Similarity	0.6409	NPC172765
Remote Similarity	0.6409	NPC207757
Remote Similarity	0.6409	NPC127674
Remote Similarity	0.6409	NPC193949
Remote Similarity	0.6409	NPC249797
Remote Similarity	0.6409	NPC39701
Remote Similarity	0.6406	NPC469829
Remote Similarity	0.6404	NPC40209
Remote Similarity	0.6398	NPC477888
Remote Similarity	0.6396	NPC203972
Remote Similarity	0.6394	NPC471080
Remote Similarity	0.6394	NPC469592
Remote Similarity	0.6393	NPC216816
Remote Similarity	0.6391	NPC184437
Remote Similarity	0.6387	NPC266551
Remote Similarity	0.6387	NPC161887
Remote Similarity	0.6387	NPC270301
Remote Similarity	0.6387	NPC219963
Remote Similarity	0.6386	NPC311357
Remote Similarity	0.6385	NPC280272
Remote Similarity	0.6384	NPC144863
Remote Similarity	0.6384	NPC179825
Remote Similarity	0.6384	NPC476151
Remote Similarity	0.6384	NPC321505
Remote Similarity	0.6384	NPC191376
Remote Similarity	0.6383	NPC312872
Remote Similarity	0.6382	NPC267928
Remote Similarity	0.6379	NPC168750
Remote Similarity	0.6378	NPC470483
Remote Similarity	0.6378	NPC314861
Remote Similarity	0.6374	NPC247639
Remote Similarity	0.6374	NPC25084
Remote Similarity	0.6373	NPC20249
Remote Similarity	0.6373	NPC249405
Remote Similarity	0.6368	NPC25897
Remote Similarity	0.6368	NPC472168
Remote Similarity	0.6364	NPC121658
Remote Similarity	0.6364	NPC471648
Remote Similarity	0.6364	NPC14651
Remote Similarity	0.6354	NPC469831
Remote Similarity	0.6348	NPC428
Remote Similarity	0.6348	NPC135538
Remote Similarity	0.6348	NPC24233
Remote Similarity	0.6348	NPC147390
Remote Similarity	0.6348	NPC246587
Remote Similarity	0.6348	NPC476571
Remote Similarity	0.6344	NPC1527
Remote Similarity	0.6344	NPC169743
Remote Similarity	0.6341	NPC211218
Remote Similarity	0.6341	NPC315632
Remote Similarity	0.634	NPC87391
Remote Similarity	0.634	NPC262725
Remote Similarity	0.6339	NPC231862
Remote Similarity	0.6337	NPC470586
Remote Similarity	0.6335	NPC43275
Remote Similarity	0.6333	NPC234772
Remote Similarity	0.633	NPC66573
Remote Similarity	0.633	NPC477185
Remote Similarity	0.6327	NPC474904
Remote Similarity	0.6325	NPC218323
Remote Similarity	0.6324	NPC471178
Remote Similarity	0.6324	NPC254700
Remote Similarity	0.6322	NPC470925
Remote Similarity	0.6321	NPC179704
Remote Similarity	0.6319	NPC93593
Remote Similarity	0.6319	NPC187022
Remote Similarity	0.6319	NPC80129
Remote Similarity	0.6318	NPC476582
Remote Similarity	0.6318	NPC4071
Remote Similarity	0.6318	NPC476578
Remote Similarity	0.6316	NPC477187
Remote Similarity	0.6316	NPC220560
Remote Similarity	0.6313	NPC92541

Drug Structure

NPD6379 OpenBabel08211709092D 33 36 0 0 0 0 0 0 0 0999 V2000 -3.4641 3.0000 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 8.6603 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 7.0000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 4.5000 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 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 4.5000 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 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 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 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 6.0000 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 -0.0000 1.0000 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 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 N 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 -0.8660 -0.5000 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 27 1 0 0 0 0 2 32 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 21 2 0 0 0 0 7 21 1 0 0 0 0 8 9 2 0 0 0 0 8 22 1 0 0 0 0 9 24 1 0 0 0 0 10 11 1 0 0 0 0 10 21 1 0 0 0 0 11 28 1 0 0 0 0 12 16 1 0 0 0 0 12 27 1 0 0 0 0 13 17 1 0 0 0 0 13 27 1 0 0 0 0 14 18 1 0 0 0 0 14 28 1 0 0 0 0 15 19 1 0 0 0 0 15 28 1 0 0 0 0 16 29 1 0 0 0 0 17 29 1 0 0 0 0 18 30 1 0 0 0 0 19 30 1 0 0 0 0 20 22 2 0 0 0 0 20 23 1 0 0 0 0 22 26 1 0 0 0 0 23 24 2 0 0 0 0 23 29 1 0 0 0 0 24 32 1 0 0 0 0 25 26 2 3 0 0 0 25 30 1 0 0 0 0 25 31 1 0 0 0 0 31 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011967
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	437.28
ALogP	0.3756
MLogP	3.44
XLogP	5.343
HDA	6
HBD	1
Rotatable Bonds	10
TPSA	54.78
RO5 Violation	1