NPASS drugs

Drug Information

Drug ID:	NPD3999
Drug Name:
Molecular Formula:	C20H23N7O7
Canonical SMILES:	O=CN1C(CNc2ccc(cc2)C(=O)N[C@@H](C(=O)O)CCC(=O)O)CNc2c1c(O)nc(=N)[nH]2
Standard InCHI:	InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,22H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,23,25,26,32)/t12?,13-/m1/s1
Standard InCHIKey:	VVIAGPKUTFNRDU-ZGTCLIOFSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3999

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	201
0.1-0.2	1690
0.2-0.3	9388
0.3-0.4	12826
0.4-0.5	4556
0.5-0.6	1936
0.6-0.7	269
0.7-0.8	18
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	6

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	1.0	NPC147298
High Similarity	1.0	NPC131450
High Similarity	1.0	NPC182057
High Similarity	0.9812	NPC14849
High Similarity	0.9811	NPC328611
High Similarity	0.9565	NPC248862
Intermediate Similarity	0.7857	NPC147983
Intermediate Similarity	0.7857	NPC177996
Intermediate Similarity	0.7719	NPC84317
Intermediate Similarity	0.7665	NPC478039
Intermediate Similarity	0.763	NPC154478
Intermediate Similarity	0.7421	NPC322433
Intermediate Similarity	0.7303	NPC113056
Intermediate Similarity	0.7303	NPC138293
Intermediate Similarity	0.7273	NPC471155
Intermediate Similarity	0.7236	NPC270241
Intermediate Similarity	0.7222	NPC225400
Intermediate Similarity	0.7186	NPC470786
Intermediate Similarity	0.7186	NPC472538
Intermediate Similarity	0.7111	NPC189116
Intermediate Similarity	0.7092	NPC106118
Intermediate Similarity	0.7026	NPC472539
Intermediate Similarity	0.7026	NPC470787
Intermediate Similarity	0.7026	NPC472540
Remote Similarity	0.699	NPC472541
Remote Similarity	0.699	NPC472542
Remote Similarity	0.6989	NPC314223
Remote Similarity	0.6947	NPC471742
Remote Similarity	0.6936	NPC314186
Remote Similarity	0.6904	NPC471199
Remote Similarity	0.6897	NPC285192
Remote Similarity	0.6882	NPC287358
Remote Similarity	0.6866	NPC295548
Remote Similarity	0.686	NPC2823
Remote Similarity	0.686	NPC43477
Remote Similarity	0.6828	NPC292265
Remote Similarity	0.6821	NPC472241
Remote Similarity	0.6802	NPC242933
Remote Similarity	0.68	NPC472242
Remote Similarity	0.6794	NPC471197
Remote Similarity	0.6793	NPC471130
Remote Similarity	0.6776	NPC88970
Remote Similarity	0.6769	NPC471195
Remote Similarity	0.6769	NPC471196
Remote Similarity	0.6766	NPC472245
Remote Similarity	0.6762	NPC248601
Remote Similarity	0.6762	NPC471198
Remote Similarity	0.676	NPC117032
Remote Similarity	0.6721	NPC27904
Remote Similarity	0.6721	NPC68650
Remote Similarity	0.6707	NPC150863
Remote Similarity	0.6705	NPC472243
Remote Similarity	0.6667	NPC182131
Remote Similarity	0.6667	NPC194562
Remote Similarity	0.6667	NPC473815
Remote Similarity	0.6667	NPC471164
Remote Similarity	0.665	NPC276430
Remote Similarity	0.6649	NPC307396
Remote Similarity	0.6648	NPC473329
Remote Similarity	0.6632	NPC470317
Remote Similarity	0.6631	NPC66490
Remote Similarity	0.6627	NPC470343
Remote Similarity	0.6627	NPC472244
Remote Similarity	0.6615	NPC475685
Remote Similarity	0.6612	NPC104345
Remote Similarity	0.6612	NPC24617
Remote Similarity	0.6608	NPC162417
Remote Similarity	0.6608	NPC316104
Remote Similarity	0.6576	NPC114806
Remote Similarity	0.6573	NPC324445
Remote Similarity	0.6568	NPC314431
Remote Similarity	0.6568	NPC280807
Remote Similarity	0.6562	NPC475094
Remote Similarity	0.6552	NPC83214
Remote Similarity	0.6545	NPC475607
Remote Similarity	0.6538	NPC295021
Remote Similarity	0.6529	NPC314098
Remote Similarity	0.6524	NPC471194
Remote Similarity	0.6524	NPC471193
Remote Similarity	0.652	NPC471944
Remote Similarity	0.6517	NPC311658
Remote Similarity	0.6515	NPC313293
Remote Similarity	0.651	NPC474081
Remote Similarity	0.6494	NPC132636
Remote Similarity	0.6494	NPC122553
Remote Similarity	0.6492	NPC470548
Remote Similarity	0.6492	NPC475594
Remote Similarity	0.6479	NPC15384
Remote Similarity	0.6479	NPC244425
Remote Similarity	0.6477	NPC474041
Remote Similarity	0.6477	NPC475761
Remote Similarity	0.6476	NPC72956
Remote Similarity	0.6474	NPC355
Remote Similarity	0.6474	NPC300299
Remote Similarity	0.6474	NPC318183
Remote Similarity	0.6473	NPC471191
Remote Similarity	0.6445	NPC153980
Remote Similarity	0.6445	NPC6865
Remote Similarity	0.6432	NPC471192
Remote Similarity	0.642	NPC207554
Remote Similarity	0.6416	NPC253476
Remote Similarity	0.6409	NPC300596
Remote Similarity	0.6409	NPC237649
Remote Similarity	0.6404	NPC478040
Remote Similarity	0.6402	NPC220698
Remote Similarity	0.6398	NPC36495
Remote Similarity	0.6396	NPC235194
Remote Similarity	0.6395	NPC207428
Remote Similarity	0.6382	NPC316405
Remote Similarity	0.6369	NPC314114
Remote Similarity	0.6364	NPC319645
Remote Similarity	0.6359	NPC91179
Remote Similarity	0.6354	NPC177261
Remote Similarity	0.6354	NPC285622
Remote Similarity	0.6354	NPC254798
Remote Similarity	0.6346	NPC473376
Remote Similarity	0.6344	NPC1390
Remote Similarity	0.6344	NPC123241
Remote Similarity	0.6344	NPC62104
Remote Similarity	0.6339	NPC473341
Remote Similarity	0.6338	NPC471741
Remote Similarity	0.6335	NPC472118
Remote Similarity	0.633	NPC35510
Remote Similarity	0.633	NPC253667
Remote Similarity	0.6318	NPC92803
Remote Similarity	0.6316	NPC214960
Remote Similarity	0.6316	NPC279527
Remote Similarity	0.631	NPC276085
Remote Similarity	0.63	NPC18890
Remote Similarity	0.6296	NPC57051
Remote Similarity	0.629	NPC94167
Remote Similarity	0.629	NPC172937
Remote Similarity	0.6286	NPC314835
Remote Similarity	0.6278	NPC136002
Remote Similarity	0.6271	NPC315224
Remote Similarity	0.627	NPC469903
Remote Similarity	0.6265	NPC226143
Remote Similarity	0.6264	NPC13470
Remote Similarity	0.6263	NPC97584
Remote Similarity	0.6263	NPC228835
Remote Similarity	0.6257	NPC222029
Remote Similarity	0.6244	NPC316282
Remote Similarity	0.6243	NPC293458
Remote Similarity	0.6235	NPC205946
Remote Similarity	0.6231	NPC133003
Remote Similarity	0.6228	NPC27833
Remote Similarity	0.6223	NPC469901
Remote Similarity	0.6223	NPC469902
Remote Similarity	0.6216	NPC285381
Remote Similarity	0.6211	NPC217804
Remote Similarity	0.6211	NPC5719
Remote Similarity	0.6211	NPC22883
Remote Similarity	0.6211	NPC210377
Remote Similarity	0.6207	NPC476687
Remote Similarity	0.6207	NPC476689
Remote Similarity	0.6207	NPC476685
Remote Similarity	0.6205	NPC471743
Remote Similarity	0.6203	NPC63370
Remote Similarity	0.6203	NPC36836
Remote Similarity	0.6203	NPC324850
Remote Similarity	0.6201	NPC470301
Remote Similarity	0.6198	NPC470971
Remote Similarity	0.6198	NPC473000
Remote Similarity	0.6196	NPC300443
Remote Similarity	0.6195	NPC472293
Remote Similarity	0.619	NPC309531
Remote Similarity	0.619	NPC474058
Remote Similarity	0.619	NPC472102
Remote Similarity	0.6188	NPC473298
Remote Similarity	0.6188	NPC130797
Remote Similarity	0.6186	NPC54744
Remote Similarity	0.6184	NPC472297
Remote Similarity	0.6184	NPC472296
Remote Similarity	0.6183	NPC471132
Remote Similarity	0.6182	NPC239357
Remote Similarity	0.6182	NPC478141
Remote Similarity	0.6181	NPC285923
Remote Similarity	0.618	NPC469560
Remote Similarity	0.6178	NPC471124
Remote Similarity	0.6178	NPC89987
Remote Similarity	0.6178	NPC15068
Remote Similarity	0.6176	NPC192533
Remote Similarity	0.6173	NPC186669
Remote Similarity	0.617	NPC61013
Remote Similarity	0.6169	NPC17059
Remote Similarity	0.6166	NPC198254
Remote Similarity	0.6166	NPC274198
Remote Similarity	0.6164	NPC272174
Remote Similarity	0.6163	NPC58827
Remote Similarity	0.6163	NPC72473
Remote Similarity	0.6163	NPC307437
Remote Similarity	0.6162	NPC473404
Remote Similarity	0.6162	NPC66936
Remote Similarity	0.6158	NPC472117
Remote Similarity	0.615	NPC316141
Remote Similarity	0.6146	NPC472115
Remote Similarity	0.6146	NPC19692
Remote Similarity	0.6146	NPC220151
Remote Similarity	0.6146	NPC63040
Remote Similarity	0.6146	NPC472114

Drug Structure

NPD3999 OpenBabel08211704332D 42 44 0 0 1 0 0 0 0 0999 V2000 -6.0622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -5.0000 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 -6.9282 -3.0000 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 -2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 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 -6.0622 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 3 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 -6.0622 -1.5000 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 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -5.0000 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 -8.6603 -3.0000 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 1.7321 -0.0000 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 0.0000 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -4.5000 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 -1.7321 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 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 -6.0622 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 10 2 0 0 0 0 2 4 2 0 0 0 0 2 10 1 0 0 0 0 3 11 2 0 0 0 0 4 11 1 0 0 0 0 5 6 1 0 0 0 0 6 14 1 0 0 0 0 7 12 1 0 0 0 0 7 22 1 0 0 0 0 8 12 1 0 0 0 0 8 23 1 0 0 0 0 9 27 1 0 0 0 0 9 28 2 0 0 0 0 10 17 1 0 0 0 0 11 22 1 0 0 0 0 12 27 1 0 0 0 0 13 5 1 1 0 0 0 13 19 1 0 0 0 0 13 24 1 0 0 0 0 14 29 2 0 0 0 0 14 30 1 0 0 0 0 15 16 2 0 0 0 0 15 18 1 0 0 0 0 15 27 1 0 0 0 0 16 23 1 0 0 0 0 16 25 1 0 0 0 0 17 24 1 0 0 0 0 17 31 2 0 0 0 0 18 26 2 0 0 0 0 18 32 1 0 0 0 0 19 33 2 0 0 0 0 19 34 1 0 0 0 0 20 21 2 0 0 0 0 20 25 1 0 0 0 0 20 26 1 0 0 0 0 21 35 1 0 0 0 0 22 36 1 0 0 0 0 23 37 1 0 0 0 0 24 38 1 0 0 0 0 25 39 1 0 0 0 0 30 40 1 0 0 0 0 32 41 1 0 0 0 0 34 42 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001244
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	54575
ChEBI
CAS Number

Drug Properties

Molecular Weight	473.17
ALogP	-3.7521
MLogP	2.12
XLogP	-0.04
HDA	14
HBD	8
Rotatable Bonds	14
TPSA	216.54
RO5 Violation	3