NPASS drugs

Drug Information

Drug ID:	NPD3996
Drug Name:
Molecular Formula:	C20H23N7O7
Canonical SMILES:	O=CN1[C@@H](CNc2ccc(cc2)C(=O)NC(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)/p-2/t12-,13?/m0/s1
Standard InCHIKey:	VVIAGPKUTFNRDU-UEWDXFNNSA-L
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3996

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	197
0.1-0.2	1681
0.2-0.3	9598
0.3-0.4	13014
0.4-0.5	4176
0.5-0.6	1939
0.6-0.7	264
0.7-0.8	15
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	0.9937	NPC147298
High Similarity	0.9937	NPC131450
High Similarity	0.9937	NPC182057
High Similarity	0.975	NPC14849
High Similarity	0.9748	NPC328611
High Similarity	0.9503	NPC248862
Intermediate Similarity	0.7806	NPC147983
Intermediate Similarity	0.7806	NPC177996
Intermediate Similarity	0.7765	NPC84317
Intermediate Similarity	0.7674	NPC154478
Intermediate Similarity	0.7605	NPC478039
Intermediate Similarity	0.7468	NPC322433
Intermediate Similarity	0.7345	NPC138293
Intermediate Similarity	0.7345	NPC113056
Intermediate Similarity	0.7222	NPC471155
Intermediate Similarity	0.7186	NPC270241
Intermediate Similarity	0.7172	NPC225400
Intermediate Similarity	0.7136	NPC472538
Intermediate Similarity	0.7136	NPC470786
Intermediate Similarity	0.7128	NPC106118
Intermediate Similarity	0.7056	NPC189116
Remote Similarity	0.6974	NPC472540
Remote Similarity	0.6974	NPC472539
Remote Similarity	0.6974	NPC470787
Remote Similarity	0.6939	NPC472541
Remote Similarity	0.6939	NPC471199
Remote Similarity	0.6939	NPC472542
Remote Similarity	0.6932	NPC314223
Remote Similarity	0.6931	NPC285192
Remote Similarity	0.6923	NPC287358
Remote Similarity	0.6901	NPC2823
Remote Similarity	0.6895	NPC471742
Remote Similarity	0.6879	NPC314186
Remote Similarity	0.6827	NPC471197
Remote Similarity	0.6816	NPC295548
Remote Similarity	0.6802	NPC43477
Remote Similarity	0.6798	NPC117032
Remote Similarity	0.6794	NPC471198
Remote Similarity	0.6794	NPC248601
Remote Similarity	0.6774	NPC292265
Remote Similarity	0.6763	NPC472241
Remote Similarity	0.6758	NPC68650
Remote Similarity	0.6744	NPC242933
Remote Similarity	0.6743	NPC472242
Remote Similarity	0.6739	NPC471130
Remote Similarity	0.6721	NPC88970
Remote Similarity	0.6718	NPC471196
Remote Similarity	0.6718	NPC471195
Remote Similarity	0.6707	NPC472245
Remote Similarity	0.6705	NPC471164
Remote Similarity	0.6685	NPC473329
Remote Similarity	0.6684	NPC276430
Remote Similarity	0.6684	NPC307396
Remote Similarity	0.6667	NPC27904
Remote Similarity	0.6648	NPC104345
Remote Similarity	0.6647	NPC472243
Remote Similarity	0.6647	NPC162417
Remote Similarity	0.6647	NPC150863
Remote Similarity	0.6647	NPC316104
Remote Similarity	0.6615	NPC473815
Remote Similarity	0.6613	NPC182131
Remote Similarity	0.661	NPC324445
Remote Similarity	0.6607	NPC194562
Remote Similarity	0.6607	NPC314431
Remote Similarity	0.6597	NPC475094
Remote Similarity	0.659	NPC83214
Remote Similarity	0.658	NPC470317
Remote Similarity	0.6578	NPC66490
Remote Similarity	0.6575	NPC295021
Remote Similarity	0.6566	NPC470343
Remote Similarity	0.6566	NPC472244
Remote Similarity	0.6562	NPC475685
Remote Similarity	0.6557	NPC24617
Remote Similarity	0.6555	NPC471193
Remote Similarity	0.6555	NPC471194
Remote Similarity	0.6532	NPC132636
Remote Similarity	0.6532	NPC122553
Remote Similarity	0.6522	NPC114806
Remote Similarity	0.6512	NPC300299
Remote Similarity	0.6509	NPC244425
Remote Similarity	0.6509	NPC15384
Remote Similarity	0.6509	NPC280807
Remote Similarity	0.6508	NPC355
Remote Similarity	0.6507	NPC72956
Remote Similarity	0.6505	NPC471191
Remote Similarity	0.6492	NPC475607
Remote Similarity	0.6476	NPC153980
Remote Similarity	0.6476	NPC6865
Remote Similarity	0.6471	NPC314098
Remote Similarity	0.6471	NPC471944
Remote Similarity	0.6465	NPC313293
Remote Similarity	0.6462	NPC471192
Remote Similarity	0.6461	NPC311658
Remote Similarity	0.6458	NPC474081
Remote Similarity	0.6457	NPC207554
Remote Similarity	0.644	NPC470548
Remote Similarity	0.644	NPC475594
Remote Similarity	0.6433	NPC207428
Remote Similarity	0.6425	NPC475761
Remote Similarity	0.6425	NPC474041
Remote Similarity	0.6421	NPC318183
Remote Similarity	0.6414	NPC316405
Remote Similarity	0.6404	NPC314114
Remote Similarity	0.64	NPC319645
Remote Similarity	0.6392	NPC91179
Remote Similarity	0.6387	NPC285622
Remote Similarity	0.6387	NPC177261
Remote Similarity	0.6378	NPC1390
Remote Similarity	0.6378	NPC123241
Remote Similarity	0.6378	NPC62104
Remote Similarity	0.6377	NPC473376
Remote Similarity	0.6368	NPC472118
Remote Similarity	0.6358	NPC253476
Remote Similarity	0.6354	NPC237649
Remote Similarity	0.6354	NPC300596
Remote Similarity	0.6349	NPC279527
Remote Similarity	0.6349	NPC214960
Remote Similarity	0.6348	NPC478040
Remote Similarity	0.6345	NPC235194
Remote Similarity	0.6344	NPC36495
Remote Similarity	0.6344	NPC276085
Remote Similarity	0.6341	NPC220698
Remote Similarity	0.6335	NPC57051
Remote Similarity	0.6324	NPC94167
Remote Similarity	0.6324	NPC172937
Remote Similarity	0.6322	NPC314835
Remote Similarity	0.6313	NPC136002
Remote Similarity	0.6304	NPC469903
Remote Similarity	0.6303	NPC226143
Remote Similarity	0.6298	NPC254798
Remote Similarity	0.6294	NPC228835
Remote Similarity	0.6294	NPC97584
Remote Similarity	0.6291	NPC471741
Remote Similarity	0.629	NPC222029
Remote Similarity	0.6284	NPC473341
Remote Similarity	0.6277	NPC35510
Remote Similarity	0.6277	NPC293458
Remote Similarity	0.6277	NPC253667
Remote Similarity	0.6269	NPC92803
Remote Similarity	0.6265	NPC27833
Remote Similarity	0.6263	NPC133003
Remote Similarity	0.6257	NPC469901
Remote Similarity	0.6257	NPC469902
Remote Similarity	0.625	NPC18890
Remote Similarity	0.6243	NPC5719
Remote Similarity	0.6243	NPC22883
Remote Similarity	0.6243	NPC217804
Remote Similarity	0.6243	NPC210377
Remote Similarity	0.6237	NPC63370
Remote Similarity	0.6237	NPC324850
Remote Similarity	0.6237	NPC36836
Remote Similarity	0.6236	NPC470301
Remote Similarity	0.623	NPC473000
Remote Similarity	0.623	NPC470971
Remote Similarity	0.623	NPC300443
Remote Similarity	0.6225	NPC472293
Remote Similarity	0.6223	NPC472102
Remote Similarity	0.6223	NPC309531
Remote Similarity	0.6223	NPC474058
Remote Similarity	0.622	NPC239357
Remote Similarity	0.6219	NPC473298
Remote Similarity	0.6215	NPC54744
Remote Similarity	0.6215	NPC315224
Remote Similarity	0.6215	NPC469560
Remote Similarity	0.6214	NPC472297
Remote Similarity	0.6214	NPC472296
Remote Similarity	0.6213	NPC192533
Remote Similarity	0.6211	NPC15068
Remote Similarity	0.6209	NPC13470
Remote Similarity	0.6205	NPC186669
Remote Similarity	0.6203	NPC61013
Remote Similarity	0.62	NPC17059
Remote Similarity	0.6199	NPC72473
Remote Similarity	0.6199	NPC58827
Remote Similarity	0.6199	NPC307437
Remote Similarity	0.6196	NPC66936
Remote Similarity	0.6195	NPC316282
Remote Similarity	0.6178	NPC63040
Remote Similarity	0.6176	NPC19692
Remote Similarity	0.6176	NPC205946
Remote Similarity	0.6176	NPC220151
Remote Similarity	0.6176	NPC474926
Remote Similarity	0.6173	NPC11126
Remote Similarity	0.6173	NPC218594
Remote Similarity	0.6173	NPC99043
Remote Similarity	0.617	NPC193410
Remote Similarity	0.6168	NPC179605
Remote Similarity	0.6168	NPC279385
Remote Similarity	0.6163	NPC111428
Remote Similarity	0.6162	NPC473002
Remote Similarity	0.6162	NPC285381
Remote Similarity	0.6158	NPC472292
Remote Similarity	0.6154	NPC471743
Remote Similarity	0.6154	NPC254698
Remote Similarity	0.6149	NPC476685
Remote Similarity	0.6149	NPC476689
Remote Similarity	0.6149	NPC476687
Remote Similarity	0.6146	NPC469904
Remote Similarity	0.6146	NPC167724
Remote Similarity	0.6146	NPC223595

Drug Structure

NPD3996 OpenBabel08211704332D 40 42 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 1 0 0 0 0 0 0 0 0 0 -7.7942 -3.5000 0.0000 C 0 0 3 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 5 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 5 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 -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 5 13 1 0 0 0 0 6 14 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 7 1 6 0 0 0 12 27 1 0 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 34 40 1 0 0 0 0 M CHG 2 30 -1 32 -1 M END $$$$

External Identifiers

TTD	DNCL003765
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	18641362
ChEBI
CAS Number

Drug Properties

Molecular Weight	471.15
ALogP	-5.1077
MLogP	2.12
XLogP	-0.521
HDA	14
HBD	6
Rotatable Bonds	14
TPSA	222.2
RO5 Violation	3