NPASS drugs

Drug Information

Drug ID:	NPD4711
Drug Name:
Molecular Formula:	C21H29N5O6
Canonical SMILES:	CCOC(=O)CN1CCN(CC1)C[C@H]1OC(=O)N(C1)c1ccc(cc1)C(=NC(=O)OC)N
Standard InCHI:	InChI=1S/C21H29N5O6/c1-3-31-18(27)14-25-10-8-24(9-11-25)12-17-13-26(21(29)32-17)16-6-4-15(5-7-16)19(22)23-20(28)30-2/h4-7,17H,3,8-14H2,1-2H3,(H2,22,23,28)/t17-/m1/s1
Standard InCHIKey:	YNBHAPKHWDNTMZ-QGZVFWFLSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4711

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	117
0.1-0.2	1474
0.2-0.3	10296
0.3-0.4	13211
0.4-0.5	3301
0.5-0.6	2151
0.6-0.7	340
0.7-0.8	0
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
Remote Similarity	0.6892	NPC283130
Remote Similarity	0.6892	NPC328683
Remote Similarity	0.686	NPC285622
Remote Similarity	0.6859	NPC287358
Remote Similarity	0.6743	NPC14849
Remote Similarity	0.6711	NPC476950
Remote Similarity	0.6707	NPC94167
Remote Similarity	0.6707	NPC172937
Remote Similarity	0.6705	NPC182057
Remote Similarity	0.6705	NPC147298
Remote Similarity	0.6705	NPC131450
Remote Similarity	0.6648	NPC14325
Remote Similarity	0.6648	NPC28848
Remote Similarity	0.6646	NPC7817
Remote Similarity	0.6646	NPC475168
Remote Similarity	0.6629	NPC328611
Remote Similarity	0.6628	NPC470509
Remote Similarity	0.6626	NPC324445
Remote Similarity	0.6626	NPC470440
Remote Similarity	0.6625	NPC470301
Remote Similarity	0.6575	NPC311858
Remote Similarity	0.6549	NPC164802
Remote Similarity	0.6545	NPC321617
Remote Similarity	0.6541	NPC178662
Remote Similarity	0.6541	NPC470884
Remote Similarity	0.6541	NPC476133
Remote Similarity	0.6541	NPC98424
Remote Similarity	0.6541	NPC92784
Remote Similarity	0.6529	NPC154478
Remote Similarity	0.6527	NPC470902
Remote Similarity	0.6522	NPC161069
Remote Similarity	0.6509	NPC84317
Remote Similarity	0.6506	NPC473329
Remote Similarity	0.65	NPC239762
Remote Similarity	0.65	NPC163392
Remote Similarity	0.6491	NPC68650
Remote Similarity	0.6481	NPC52748
Remote Similarity	0.648	NPC469896
Remote Similarity	0.6478	NPC471264
Remote Similarity	0.6478	NPC471265
Remote Similarity	0.6478	NPC325599
Remote Similarity	0.6475	NPC291610
Remote Similarity	0.6467	NPC314223
Remote Similarity	0.6467	NPC316582
Remote Similarity	0.6467	NPC473298
Remote Similarity	0.6464	NPC470003
Remote Similarity	0.6463	NPC288232
Remote Similarity	0.646	NPC207554
Remote Similarity	0.646	NPC269398
Remote Similarity	0.646	NPC263493
Remote Similarity	0.646	NPC130251
Remote Similarity	0.6442	NPC209509
Remote Similarity	0.6441	NPC248862
Remote Similarity	0.6438	NPC296163
Remote Similarity	0.6437	NPC300631
Remote Similarity	0.6433	NPC207428
Remote Similarity	0.6432	NPC129909
Remote Similarity	0.6432	NPC471197
Remote Similarity	0.6429	NPC117032
Remote Similarity	0.6429	NPC322433
Remote Similarity	0.6424	NPC471820
Remote Similarity	0.6424	NPC471821
Remote Similarity	0.642	NPC2823
Remote Similarity	0.6416	NPC328270
Remote Similarity	0.6409	NPC143533
Remote Similarity	0.6409	NPC472104
Remote Similarity	0.6402	NPC262077
Remote Similarity	0.6402	NPC314186
Remote Similarity	0.64	NPC471198
Remote Similarity	0.6391	NPC471132
Remote Similarity	0.6391	NPC295021
Remote Similarity	0.6384	NPC161861
Remote Similarity	0.6382	NPC252878
Remote Similarity	0.6376	NPC192209
Remote Similarity	0.6376	NPC313449
Remote Similarity	0.6374	NPC104345
Remote Similarity	0.6369	NPC243756
Remote Similarity	0.6369	NPC66936
Remote Similarity	0.6368	NPC192674
Remote Similarity	0.6364	NPC138775
Remote Similarity	0.6352	NPC162417
Remote Similarity	0.6352	NPC316104
Remote Similarity	0.6343	NPC472115
Remote Similarity	0.6343	NPC472114
Remote Similarity	0.6341	NPC5620
Remote Similarity	0.634	NPC46427
Remote Similarity	0.6337	NPC276085
Remote Similarity	0.6333	NPC228515
Remote Similarity	0.6327	NPC478158
Remote Similarity	0.6324	NPC64216
Remote Similarity	0.6322	NPC271734
Remote Similarity	0.6322	NPC138293
Remote Similarity	0.6322	NPC113056
Remote Similarity	0.6319	NPC186284
Remote Similarity	0.6319	NPC22082
Remote Similarity	0.6318	NPC281049
Remote Similarity	0.6303	NPC136002
Remote Similarity	0.6296	NPC469560
Remote Similarity	0.6294	NPC281094
Remote Similarity	0.6287	NPC254798
Remote Similarity	0.6287	NPC2501
Remote Similarity	0.6282	NPC478079
Remote Similarity	0.6281	NPC54744
Remote Similarity	0.628	NPC476978
Remote Similarity	0.628	NPC315283
Remote Similarity	0.628	NPC314388
Remote Similarity	0.6279	NPC62104
Remote Similarity	0.6279	NPC222029
Remote Similarity	0.6279	NPC113946
Remote Similarity	0.6279	NPC1390
Remote Similarity	0.6279	NPC299594
Remote Similarity	0.6273	NPC127741
Remote Similarity	0.6273	NPC68865
Remote Similarity	0.6272	NPC473341
Remote Similarity	0.6272	NPC122590
Remote Similarity	0.6269	NPC244425
Remote Similarity	0.6269	NPC15384
Remote Similarity	0.6257	NPC469938
Remote Similarity	0.6257	NPC243716
Remote Similarity	0.6256	NPC277350
Remote Similarity	0.625	NPC476990
Remote Similarity	0.6243	NPC475094
Remote Similarity	0.6242	NPC313867
Remote Similarity	0.6242	NPC315266
Remote Similarity	0.6242	NPC316008
Remote Similarity	0.623	NPC256288
Remote Similarity	0.623	NPC159963
Remote Similarity	0.6228	NPC478039
Remote Similarity	0.6226	NPC53044
Remote Similarity	0.622	NPC104483
Remote Similarity	0.622	NPC471574
Remote Similarity	0.622	NPC301760
Remote Similarity	0.6216	NPC187036
Remote Similarity	0.6211	NPC300299
Remote Similarity	0.6209	NPC202521
Remote Similarity	0.6209	NPC475915
Remote Similarity	0.6209	NPC314192
Remote Similarity	0.6209	NPC475685
Remote Similarity	0.6207	NPC225319
Remote Similarity	0.6207	NPC472102
Remote Similarity	0.6207	NPC309531
Remote Similarity	0.6205	NPC314358
Remote Similarity	0.6203	NPC472245
Remote Similarity	0.6203	NPC226662
Remote Similarity	0.6196	NPC83214
Remote Similarity	0.6196	NPC2933
Remote Similarity	0.6196	NPC65408
Remote Similarity	0.6193	NPC477975
Remote Similarity	0.6193	NPC285192
Remote Similarity	0.619	NPC129666
Remote Similarity	0.6185	NPC61013
Remote Similarity	0.6183	NPC181928
Remote Similarity	0.6183	NPC14994
Remote Similarity	0.6182	NPC238499
Remote Similarity	0.618	NPC65080
Remote Similarity	0.6176	NPC154602
Remote Similarity	0.6173	NPC471123
Remote Similarity	0.6173	NPC198988
Remote Similarity	0.6171	NPC471052
Remote Similarity	0.6171	NPC471051
Remote Similarity	0.6171	NPC472120
Remote Similarity	0.6171	NPC471053
Remote Similarity	0.6171	NPC85651
Remote Similarity	0.6171	NPC472101
Remote Similarity	0.617	NPC117244
Remote Similarity	0.617	NPC473763
Remote Similarity	0.6169	NPC477979
Remote Similarity	0.6169	NPC478157
Remote Similarity	0.6168	NPC225648
Remote Similarity	0.6168	NPC329761
Remote Similarity	0.6167	NPC13367
Remote Similarity	0.6167	NPC477462
Remote Similarity	0.6162	NPC133003
Remote Similarity	0.6162	NPC259626
Remote Similarity	0.6159	NPC469426
Remote Similarity	0.6159	NPC469427
Remote Similarity	0.6158	NPC57994
Remote Similarity	0.6158	NPC289299
Remote Similarity	0.6154	NPC109787
Remote Similarity	0.6154	NPC12649
Remote Similarity	0.6154	NPC477974
Remote Similarity	0.6154	NPC219336
Remote Similarity	0.615	NPC61435
Remote Similarity	0.6149	NPC469901
Remote Similarity	0.6149	NPC193410
Remote Similarity	0.6145	NPC469537
Remote Similarity	0.614	NPC122106
Remote Similarity	0.6139	NPC150863
Remote Similarity	0.6138	NPC20322
Remote Similarity	0.6136	NPC271797
Remote Similarity	0.6136	NPC217804
Remote Similarity	0.6136	NPC189116
Remote Similarity	0.6136	NPC21174
Remote Similarity	0.6136	NPC22883
Remote Similarity	0.6136	NPC5719
Remote Similarity	0.6136	NPC210377
Remote Similarity	0.6135	NPC132636
Remote Similarity	0.6131	NPC240848
Remote Similarity	0.6129	NPC94752
Remote Similarity	0.6129	NPC6975

Drug Structure

NPD4711 OpenBabel08211705272D 34 36 0 0 1 0 0 0 0 0999 V2000 -7.0327 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6208 0.3327 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1667 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8739 -1.7807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0550 -0.0582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8794 -1.6762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0605 0.0464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4617 -0.9717 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4727 -0.7626 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 -0.9945 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.3007 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4562 -1.0762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0385 -0.3717 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8630 -1.9898 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0440 -0.2672 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 -0.9945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 0.0055 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.1667 0.5055 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4453 -1.2853 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3849 1.1215 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.6263 0.4373 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 -0.9945 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 5.2752 -2.7988 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8575 -2.0943 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 30 1 0 0 0 0 3 31 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 10 1 0 0 0 0 8 24 1 0 0 0 0 9 11 1 0 0 0 0 9 24 1 0 0 0 0 10 25 1 0 0 0 0 11 25 1 0 0 0 0 12 24 1 0 0 0 0 13 17 1 0 0 0 0 13 26 1 0 0 0 0 14 18 1 0 0 0 0 14 25 1 0 0 0 0 15 19 1 0 0 0 0 16 26 1 0 0 0 0 17 12 1 1 0 0 0 17 32 1 0 0 0 0 18 27 2 0 0 0 0 18 31 1 0 0 0 0 19 22 1 0 0 0 0 19 23 2 3 0 0 0 20 23 1 0 0 0 0 20 28 2 0 0 0 0 20 30 1 0 0 0 0 21 26 1 0 0 0 0 21 29 2 0 0 0 0 21 32 1 0 0 0 0 22 33 1 0 0 0 0 22 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004309
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	44317739
ChEBI
CAS Number

Drug Properties

Molecular Weight	447.21
ALogP	-0.5718
MLogP	2.56
XLogP	0.796
HDA	11
HBD	1
Rotatable Bonds	13
TPSA	127
RO5 Violation	1