NPASS drugs

Drug Information

Drug ID:	NPD5856
Drug Name:	DMPDDF
Molecular Formula:	C24H23N5O6
Canonical SMILES:	C#CCN(c1ccc(cc1)C(=O)N[C@@H](C(=O)O)CCC(=O)O)Cc1ccc2c(c1)c(O)nc(=N)[nH]2
Standard InCHI:	InChI=1S/C24H23N5O6/c1-2-11-29(13-14-3-8-18-17(12-14)22(33)28-24(25)27-18)16-6-4-15(5-7-16)21(32)26-19(23(34)35)9-10-20(30)31/h1,3-8,12,19H,9-11,13H2,(H,26,32)(H,30,31)(H,34,35)(H3,25,27,28,33)/t19-/m1/s1
Standard InCHIKey:	LTKHPMDRMUCUEB-LJQANCHMSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5856

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	277
0.1-0.2	1742
0.2-0.3	8899
0.3-0.4	9347
0.4-0.5	7621
0.5-0.6	2507
0.6-0.7	453
0.7-0.8	38
0.8-0.85	6
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	0.8297	NPC14849
Intermediate Similarity	0.8287	NPC328611
Intermediate Similarity	0.8287	NPC248862
Intermediate Similarity	0.8251	NPC131450
Intermediate Similarity	0.8251	NPC182057
Intermediate Similarity	0.8251	NPC147298
Intermediate Similarity	0.7723	NPC471155
Intermediate Similarity	0.7685	NPC270241
Intermediate Similarity	0.7673	NPC225400
Intermediate Similarity	0.7635	NPC472538
Intermediate Similarity	0.7635	NPC470786
Intermediate Similarity	0.7514	NPC189116
Intermediate Similarity	0.7513	NPC471742
Intermediate Similarity	0.7429	NPC177996
Intermediate Similarity	0.7429	NPC147983
Intermediate Similarity	0.7427	NPC285192
Intermediate Similarity	0.74	NPC472539
Intermediate Similarity	0.74	NPC470787
Intermediate Similarity	0.74	NPC472540
Intermediate Similarity	0.7398	NPC473815
Intermediate Similarity	0.7363	NPC472542
Intermediate Similarity	0.7363	NPC472541
Intermediate Similarity	0.733	NPC242933
Intermediate Similarity	0.7317	NPC295548
Intermediate Similarity	0.7311	NPC471197
Intermediate Similarity	0.7287	NPC471130
Intermediate Similarity	0.7277	NPC471198
Intermediate Similarity	0.7273	NPC88970
Intermediate Similarity	0.7202	NPC475607
Intermediate Similarity	0.7196	NPC248601
Intermediate Similarity	0.7194	NPC470317
Intermediate Similarity	0.7191	NPC43477
Intermediate Similarity	0.7182	NPC478039
Intermediate Similarity	0.7165	NPC474081
Intermediate Similarity	0.715	NPC475594
Intermediate Similarity	0.7128	NPC475761
Intermediate Similarity	0.7128	NPC474041
Intermediate Similarity	0.7092	NPC475685
Intermediate Similarity	0.7065	NPC313293
Intermediate Similarity	0.7065	NPC471195
Intermediate Similarity	0.7065	NPC471196
Intermediate Similarity	0.7053	NPC471944
Intermediate Similarity	0.7039	NPC106118
Intermediate Similarity	0.7009	NPC471741
Remote Similarity	0.6991	NPC15384
Remote Similarity	0.6991	NPC244425
Remote Similarity	0.6974	NPC470548
Remote Similarity	0.6968	NPC84317
Remote Similarity	0.6963	NPC113056
Remote Similarity	0.6963	NPC138293
Remote Similarity	0.6947	NPC27904
Remote Similarity	0.6895	NPC114806
Remote Similarity	0.6895	NPC154478
Remote Similarity	0.6891	NPC182131
Remote Similarity	0.6866	NPC235194
Remote Similarity	0.6865	NPC254798
Remote Similarity	0.686	NPC471199
Remote Similarity	0.6848	NPC311658
Remote Similarity	0.6842	NPC24617
Remote Similarity	0.6836	NPC476687
Remote Similarity	0.6836	NPC476689
Remote Similarity	0.6836	NPC476685
Remote Similarity	0.6823	NPC476231
Remote Similarity	0.6813	NPC2823
Remote Similarity	0.678	NPC314098
Remote Similarity	0.678	NPC92803
Remote Similarity	0.6776	NPC472241
Remote Similarity	0.6769	NPC66490
Remote Similarity	0.6768	NPC471743
Remote Similarity	0.6765	NPC18890
Remote Similarity	0.676	NPC253476
Remote Similarity	0.6757	NPC472242
Remote Similarity	0.6743	NPC322433
Remote Similarity	0.6738	NPC237649
Remote Similarity	0.6738	NPC300596
Remote Similarity	0.6701	NPC355
Remote Similarity	0.6684	NPC68650
Remote Similarity	0.6667	NPC272174
Remote Similarity	0.6667	NPC150308
Remote Similarity	0.6667	NPC177261
Remote Similarity	0.6667	NPC472243
Remote Similarity	0.665	NPC83111
Remote Similarity	0.6632	NPC117032
Remote Similarity	0.662	NPC471436
Remote Similarity	0.6618	NPC307396
Remote Similarity	0.6618	NPC276430
Remote Similarity	0.6617	NPC475094
Remote Similarity	0.6612	NPC83214
Remote Similarity	0.6582	NPC471124
Remote Similarity	0.6575	NPC471194
Remote Similarity	0.6575	NPC471193
Remote Similarity	0.6569	NPC471536
Remote Similarity	0.6566	NPC274198
Remote Similarity	0.6566	NPC198254
Remote Similarity	0.6562	NPC474896
Remote Similarity	0.6558	NPC473376
Remote Similarity	0.6557	NPC287358
Remote Similarity	0.6546	NPC471122
Remote Similarity	0.6533	NPC292265
Remote Similarity	0.6533	NPC31097
Remote Similarity	0.653	NPC72956
Remote Similarity	0.6528	NPC471191
Remote Similarity	0.6522	NPC221873
Remote Similarity	0.6517	NPC196243
Remote Similarity	0.651	NPC471132
Remote Similarity	0.65	NPC153980
Remote Similarity	0.65	NPC6865
Remote Similarity	0.6498	NPC243850
Remote Similarity	0.6488	NPC97584
Remote Similarity	0.6482	NPC276506
Remote Similarity	0.648	NPC191863
Remote Similarity	0.648	NPC289776
Remote Similarity	0.648	NPC133470
Remote Similarity	0.6465	NPC472115
Remote Similarity	0.6465	NPC472114
Remote Similarity	0.6462	NPC36495
Remote Similarity	0.646	NPC478141
Remote Similarity	0.6455	NPC82370
Remote Similarity	0.6455	NPC259678
Remote Similarity	0.645	NPC89987
Remote Similarity	0.644	NPC300443
Remote Similarity	0.6436	NPC314186
Remote Similarity	0.6435	NPC116622
Remote Similarity	0.6432	NPC319645
Remote Similarity	0.6425	NPC295021
Remote Similarity	0.6415	NPC303214
Remote Similarity	0.6413	NPC471192
Remote Similarity	0.6411	NPC61332
Remote Similarity	0.6411	NPC240130
Remote Similarity	0.6411	NPC5630
Remote Similarity	0.641	NPC123241
Remote Similarity	0.6406	NPC314223
Remote Similarity	0.6405	NPC314882
Remote Similarity	0.6404	NPC205946
Remote Similarity	0.6404	NPC186669
Remote Similarity	0.6396	NPC199737
Remote Similarity	0.6388	NPC220851
Remote Similarity	0.6386	NPC165285
Remote Similarity	0.6385	NPC141454
Remote Similarity	0.6383	NPC308197
Remote Similarity	0.6382	NPC278887
Remote Similarity	0.6381	NPC203628
Remote Similarity	0.6373	NPC474815
Remote Similarity	0.6368	NPC318183
Remote Similarity	0.6359	NPC300299
Remote Similarity	0.6359	NPC173295
Remote Similarity	0.6354	NPC144691
Remote Similarity	0.6354	NPC473329
Remote Similarity	0.6354	NPC194562
Remote Similarity	0.6354	NPC472245
Remote Similarity	0.635	NPC470971
Remote Similarity	0.6347	NPC270918
Remote Similarity	0.6347	NPC244741
Remote Similarity	0.6346	NPC160381
Remote Similarity	0.6345	NPC322644
Remote Similarity	0.6343	NPC232600
Remote Similarity	0.6341	NPC39822
Remote Similarity	0.6341	NPC153554
Remote Similarity	0.6341	NPC91179
Remote Similarity	0.6338	NPC472293
Remote Similarity	0.6337	NPC285622
Remote Similarity	0.6337	NPC475532
Remote Similarity	0.6327	NPC153694
Remote Similarity	0.6327	NPC211525
Remote Similarity	0.6323	NPC54744
Remote Similarity	0.6323	NPC471663
Remote Similarity	0.6321	NPC45850
Remote Similarity	0.632	NPC194740
Remote Similarity	0.6318	NPC471778
Remote Similarity	0.6316	NPC278434
Remote Similarity	0.6313	NPC472121
Remote Similarity	0.6313	NPC293458
Remote Similarity	0.6311	NPC472285
Remote Similarity	0.6311	NPC473404
Remote Similarity	0.631	NPC207554
Remote Similarity	0.6307	NPC150323
Remote Similarity	0.6305	NPC17698
Remote Similarity	0.6302	NPC242000
Remote Similarity	0.6301	NPC478006
Remote Similarity	0.63	NPC214960
Remote Similarity	0.63	NPC279527
Remote Similarity	0.6298	NPC322621
Remote Similarity	0.6298	NPC150863
Remote Similarity	0.6295	NPC477979
Remote Similarity	0.6294	NPC469243
Remote Similarity	0.6293	NPC256268
Remote Similarity	0.629	NPC132636
Remote Similarity	0.629	NPC122553
Remote Similarity	0.6288	NPC229893
Remote Similarity	0.6288	NPC64216
Remote Similarity	0.6286	NPC316405
Remote Similarity	0.6284	NPC165599
Remote Similarity	0.6283	NPC324445
Remote Similarity	0.6281	NPC223207
Remote Similarity	0.628	NPC243058
Remote Similarity	0.6275	NPC129624
Remote Similarity	0.6274	NPC472292
Remote Similarity	0.6267	NPC472329
Remote Similarity	0.6267	NPC472330
Remote Similarity	0.6263	NPC136002

Drug Structure

NPD5856 OpenBabel08211708292D 41 43 0 0 1 0 0 0 0 0999 V2000 6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 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 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 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 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 3.5000 0.0000 C 0 0 2 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 8.6603 2.0000 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 7.7942 4.5000 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 -0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 3.0000 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 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 3 0 0 0 0 2 11 1 0 0 0 0 3 8 2 0 0 0 0 3 14 1 0 0 0 0 4 6 1 0 0 0 0 4 15 2 0 0 0 0 5 7 2 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 18 1 0 0 0 0 9 10 1 0 0 0 0 10 20 1 0 0 0 0 11 29 1 0 0 0 0 12 14 2 0 0 0 0 12 17 1 0 0 0 0 13 14 1 0 0 0 0 13 29 1 0 0 0 0 15 21 1 0 0 0 0 16 29 1 0 0 0 0 17 18 2 0 0 0 0 17 22 1 0 0 0 0 18 27 1 0 0 0 0 19 9 1 6 0 0 0 19 23 1 0 0 0 0 19 26 1 0 0 0 0 20 30 2 0 0 0 0 20 31 1 0 0 0 0 21 26 1 0 0 0 0 21 32 2 0 0 0 0 22 28 2 0 0 0 0 22 33 1 0 0 0 0 23 34 2 0 0 0 0 23 35 1 0 0 0 0 24 25 2 0 0 0 0 24 27 1 0 0 0 0 24 28 1 0 0 0 0 25 36 1 0 0 0 0 26 37 1 0 0 0 0 27 38 1 0 0 0 0 31 39 1 0 0 0 0 33 40 1 0 0 0 0 35 41 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003395
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	477.16
ALogP	-1.4094
MLogP	2.89
XLogP	2.071
HDA	11
HBD	6
Rotatable Bonds	14
TPSA	175.41
RO5 Violation	3