NPASS drugs

Drug Information

Drug ID:	NPD6199
Drug Name:	A-74932
Molecular Formula:	C25H25FN4O5
Canonical SMILES:	CCCC(C(=NC1CCCN1c1c(F)cc2c3c1oc1ccccc1n3cc(c2=O)C(=O)O)O)N
Standard InCHI:	InChI=1S/C25H25FN4O5/c1-2-6-16(27)24(32)28-19-9-5-10-29(19)21-15(26)11-13-20-23(21)35-18-8-4-3-7-17(18)30(20)12-14(22(13)31)25(33)34/h3-4,7-8,11-12,16,19H,2,5-6,9-10,27H2,1H3,(H,28,32)(H,33,34)
Standard InCHIKey:	XBCBFIDZWDKXAN-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6199

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	299
0.1-0.2	1844
0.2-0.3	8286
0.3-0.4	4455
0.4-0.5	10128
0.5-0.6	5087
0.6-0.7	769
0.7-0.8	20
0.8-0.85	0
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	0.8517	NPC330683
High Similarity	0.8517	NPC329567
Intermediate Similarity	0.7466	NPC478075
Intermediate Similarity	0.733	NPC318183
Intermediate Similarity	0.7193	NPC30749
Intermediate Similarity	0.7188	NPC195787
Intermediate Similarity	0.7188	NPC246140
Intermediate Similarity	0.7182	NPC112937
Intermediate Similarity	0.7182	NPC138615
Intermediate Similarity	0.7182	NPC132874
Intermediate Similarity	0.7182	NPC265642
Intermediate Similarity	0.7182	NPC218733
Intermediate Similarity	0.717	NPC270301
Intermediate Similarity	0.7163	NPC292265
Intermediate Similarity	0.7162	NPC176113
Intermediate Similarity	0.7149	NPC305542
Intermediate Similarity	0.7143	NPC8467
Intermediate Similarity	0.7106	NPC115588
Intermediate Similarity	0.7069	NPC184408
Intermediate Similarity	0.7061	NPC208522
Intermediate Similarity	0.7031	NPC218303
Intermediate Similarity	0.7018	NPC5630
Remote Similarity	0.6996	NPC151171
Remote Similarity	0.6996	NPC301501
Remote Similarity	0.6977	NPC314659
Remote Similarity	0.6975	NPC13249
Remote Similarity	0.6974	NPC285192
Remote Similarity	0.6968	NPC198401
Remote Similarity	0.6953	NPC471197
Remote Similarity	0.6946	NPC274640
Remote Similarity	0.6933	NPC469732
Remote Similarity	0.693	NPC197335
Remote Similarity	0.693	NPC212123
Remote Similarity	0.6929	NPC49547
Remote Similarity	0.6929	NPC139373
Remote Similarity	0.6923	NPC471198
Remote Similarity	0.6917	NPC223242
Remote Similarity	0.6913	NPC474366
Remote Similarity	0.6911	NPC469451
Remote Similarity	0.6909	NPC22476
Remote Similarity	0.6908	NPC93653
Remote Similarity	0.6904	NPC257851
Remote Similarity	0.6903	NPC1464
Remote Similarity	0.6898	NPC469450
Remote Similarity	0.6897	NPC39500
Remote Similarity	0.6881	NPC87391
Remote Similarity	0.687	NPC475844
Remote Similarity	0.687	NPC475133
Remote Similarity	0.6867	NPC161801
Remote Similarity	0.6864	NPC45389
Remote Similarity	0.6855	NPC329932
Remote Similarity	0.6853	NPC127996
Remote Similarity	0.6853	NPC119722
Remote Similarity	0.6851	NPC248601
Remote Similarity	0.6844	NPC154922
Remote Similarity	0.6842	NPC313112
Remote Similarity	0.6842	NPC469722
Remote Similarity	0.6842	NPC301292
Remote Similarity	0.6842	NPC87714
Remote Similarity	0.6842	NPC469452
Remote Similarity	0.6833	NPC203628
Remote Similarity	0.6833	NPC74575
Remote Similarity	0.6831	NPC329631
Remote Similarity	0.6828	NPC15987
Remote Similarity	0.6822	NPC222046
Remote Similarity	0.6818	NPC474688
Remote Similarity	0.6812	NPC225400
Remote Similarity	0.6807	NPC144452
Remote Similarity	0.6805	NPC314222
Remote Similarity	0.6805	NPC196449
Remote Similarity	0.6803	NPC39370
Remote Similarity	0.6798	NPC329982
Remote Similarity	0.6798	NPC41216
Remote Similarity	0.6795	NPC118228
Remote Similarity	0.6794	NPC257763
Remote Similarity	0.6793	NPC472099
Remote Similarity	0.6792	NPC470018
Remote Similarity	0.6786	NPC67401
Remote Similarity	0.6786	NPC303214
Remote Similarity	0.6784	NPC232600
Remote Similarity	0.6784	NPC214368
Remote Similarity	0.6783	NPC198160
Remote Similarity	0.6783	NPC472538
Remote Similarity	0.6783	NPC471155
Remote Similarity	0.6783	NPC470786
Remote Similarity	0.678	NPC134702
Remote Similarity	0.6773	NPC473815
Remote Similarity	0.6769	NPC475147
Remote Similarity	0.6767	NPC269449
Remote Similarity	0.6766	NPC234772
Remote Similarity	0.6765	NPC7560
Remote Similarity	0.6763	NPC157931
Remote Similarity	0.6763	NPC478078
Remote Similarity	0.6761	NPC41501
Remote Similarity	0.6757	NPC92803
Remote Similarity	0.6754	NPC288759
Remote Similarity	0.6753	NPC270241
Remote Similarity	0.6751	NPC288110
Remote Similarity	0.675	NPC122886
Remote Similarity	0.6748	NPC131977
Remote Similarity	0.6737	NPC126556
Remote Similarity	0.6737	NPC244425
Remote Similarity	0.6737	NPC15384
Remote Similarity	0.6728	NPC5167
Remote Similarity	0.6728	NPC85613
Remote Similarity	0.6726	NPC100863
Remote Similarity	0.6723	NPC148391
Remote Similarity	0.6721	NPC473186
Remote Similarity	0.671	NPC321428
Remote Similarity	0.6709	NPC77777
Remote Similarity	0.6709	NPC195120
Remote Similarity	0.6709	NPC87560
Remote Similarity	0.6709	NPC116178
Remote Similarity	0.6709	NPC182853
Remote Similarity	0.6709	NPC96321
Remote Similarity	0.6708	NPC51388
Remote Similarity	0.6707	NPC113455
Remote Similarity	0.6697	NPC21425
Remote Similarity	0.6696	NPC268077
Remote Similarity	0.6695	NPC280799
Remote Similarity	0.6695	NPC118189
Remote Similarity	0.6695	NPC25961
Remote Similarity	0.6682	NPC316141
Remote Similarity	0.6682	NPC28510
Remote Similarity	0.6681	NPC114468
Remote Similarity	0.6681	NPC217903
Remote Similarity	0.6681	NPC321166
Remote Similarity	0.668	NPC19175
Remote Similarity	0.668	NPC474701
Remote Similarity	0.668	NPC478083
Remote Similarity	0.6667	NPC187501
Remote Similarity	0.6667	NPC476220
Remote Similarity	0.6667	NPC160113
Remote Similarity	0.6667	NPC18890
Remote Similarity	0.6667	NPC220337
Remote Similarity	0.6654	NPC132385
Remote Similarity	0.6653	NPC474192
Remote Similarity	0.6653	NPC2905
Remote Similarity	0.6653	NPC475720
Remote Similarity	0.6653	NPC476069
Remote Similarity	0.6652	NPC207971
Remote Similarity	0.6652	NPC234933
Remote Similarity	0.6651	NPC283810
Remote Similarity	0.6651	NPC299582
Remote Similarity	0.6637	NPC474059
Remote Similarity	0.6637	NPC472539
Remote Similarity	0.6637	NPC470787
Remote Similarity	0.6637	NPC170333
Remote Similarity	0.6637	NPC472540
Remote Similarity	0.6627	NPC120239
Remote Similarity	0.6626	NPC471513
Remote Similarity	0.6625	NPC76478
Remote Similarity	0.6624	NPC471304
Remote Similarity	0.6623	NPC133156
Remote Similarity	0.6623	NPC241263
Remote Similarity	0.6623	NPC473422
Remote Similarity	0.6622	NPC203972
Remote Similarity	0.662	NPC127362
Remote Similarity	0.6612	NPC477112
Remote Similarity	0.6612	NPC179287
Remote Similarity	0.661	NPC268223
Remote Similarity	0.6608	NPC472542
Remote Similarity	0.6608	NPC472541
Remote Similarity	0.6607	NPC1820
Remote Similarity	0.6604	NPC204867
Remote Similarity	0.6602	NPC144691
Remote Similarity	0.6598	NPC194740
Remote Similarity	0.6598	NPC471762
Remote Similarity	0.6597	NPC195636
Remote Similarity	0.6596	NPC87413
Remote Similarity	0.6595	NPC300156
Remote Similarity	0.6595	NPC477161
Remote Similarity	0.6592	NPC237901
Remote Similarity	0.6592	NPC195788
Remote Similarity	0.659	NPC475607
Remote Similarity	0.6584	NPC285254
Remote Similarity	0.6584	NPC476436
Remote Similarity	0.6583	NPC174760
Remote Similarity	0.6583	NPC225279
Remote Similarity	0.6583	NPC157983
Remote Similarity	0.6583	NPC118154
Remote Similarity	0.6582	NPC316297
Remote Similarity	0.6582	NPC189661
Remote Similarity	0.6582	NPC314817
Remote Similarity	0.6582	NPC66191
Remote Similarity	0.658	NPC295548
Remote Similarity	0.658	NPC317572
Remote Similarity	0.6578	NPC206109
Remote Similarity	0.6578	NPC114039
Remote Similarity	0.6577	NPC150308
Remote Similarity	0.6577	NPC262725
Remote Similarity	0.6575	NPC475685
Remote Similarity	0.6573	NPC291173
Remote Similarity	0.6571	NPC477397
Remote Similarity	0.657	NPC314633
Remote Similarity	0.6569	NPC473041
Remote Similarity	0.6567	NPC16249
Remote Similarity	0.656	NPC476258
Remote Similarity	0.656	NPC474081
Remote Similarity	0.656	NPC304837

Drug Structure

NPD6199 OpenBabel08211709092D 39 43 0 0 1 0 0 0 0 0999 V2000 -2.4450 -3.6500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1141 -2.9069 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1279 2.7453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4722 3.1506 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8781 2.5154 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8051 -1.9558 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1049 1.9749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7934 2.7853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4658 1.7064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9270 2.2064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5865 -0.9637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3271 0.2565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5001 -0.5570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2226 -0.7380 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2225 -0.3759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4742 -1.2127 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.4261 1.6096 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7704 2.0148 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8781 0.8973 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.6046 0.4375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1180 0.6186 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3091 -1.1448 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7956 1.0253 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1652 -0.2616 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0316 -1.3258 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1361 -0.7827 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.4524 -1.4206 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.1871 -0.0537 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9270 1.2064 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5181 0.8443 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2045 -2.1393 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8343 0.4815 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9452 -0.9191 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9271 -2.3204 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0447 1.7548 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7614 -2.3716 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1215 -0.6774 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8125 0.2736 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0136 -2.7271 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 6 1 0 0 0 0 3 4 2 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 5 10 1 0 0 0 0 6 16 1 0 0 0 0 7 17 2 0 0 0 0 8 18 2 0 0 0 0 9 19 1 0 0 0 0 10 29 1 0 0 0 0 11 13 2 0 0 0 0 11 15 1 0 0 0 0 12 14 2 0 0 0 0 12 30 1 0 0 0 0 13 20 1 0 0 0 0 13 22 1 0 0 0 0 14 22 1 0 0 0 0 14 25 1 0 0 0 0 15 21 2 0 0 0 0 15 26 1 0 0 0 0 16 24 1 0 0 0 0 16 27 1 0 0 0 0 17 18 1 0 0 0 0 17 30 1 0 0 0 0 18 35 1 0 0 0 0 19 28 1 0 0 0 0 19 29 1 0 0 0 0 20 23 2 0 0 0 0 20 30 1 0 0 0 0 21 23 1 0 0 0 0 21 29 1 0 0 0 0 22 31 2 0 0 0 0 23 35 1 0 0 0 0 24 28 2 3 0 0 0 24 32 1 0 0 0 0 25 33 2 0 0 0 0 25 34 1 0 0 0 0 27 36 1 0 0 0 0 27 37 1 0 0 0 0 32 38 1 0 0 0 0 34 39 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002821
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	480.18
ALogP	-2.901
MLogP	3.11
XLogP	4.478
HDA	8
HBD	3
Rotatable Bonds	11
TPSA	128.69
RO5 Violation	0