NPASS drugs

Drug Information

Drug ID:	NPD3522
Drug Name:	Tetrahydrofolic acid
Molecular Formula:	C19H23N7O6
Canonical SMILES:	OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(cc1)NCC1CNc2c(N1)c(O)nc(=N)[nH]2
Standard InCHI:	InChI=1S/C19H23N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,11-12,21,23H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/t11?,12-/m0/s1
Standard InCHIKey:	MSTNYGQPCMXVAQ-KIYNQFGBSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; DrugBank

Structural Similarity Between NPASS Natural Products and NPD3522

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	217
0.1-0.2	1781
0.2-0.3	9512
0.3-0.4	12637
0.4-0.5	4544
0.5-0.6	1906
0.6-0.7	267
0.7-0.8	20
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	NPC328611
High Similarity	0.9873	NPC14849
High Similarity	0.9811	NPC131450
High Similarity	0.9811	NPC147298
High Similarity	0.9811	NPC182057
High Similarity	0.9747	NPC248862
Intermediate Similarity	0.7979	NPC177996
Intermediate Similarity	0.7979	NPC147983
Intermediate Similarity	0.7751	NPC84317
Intermediate Similarity	0.7697	NPC478039
Intermediate Similarity	0.7661	NPC154478
Intermediate Similarity	0.7564	NPC322433
Intermediate Similarity	0.7296	NPC471155
Intermediate Similarity	0.7259	NPC270241
Intermediate Similarity	0.7245	NPC225400
Intermediate Similarity	0.7232	NPC113056
Intermediate Similarity	0.7232	NPC138293
Intermediate Similarity	0.7208	NPC470786
Intermediate Similarity	0.7208	NPC472538
Intermediate Similarity	0.7135	NPC189116
Intermediate Similarity	0.7113	NPC106118
Intermediate Similarity	0.7047	NPC472540
Intermediate Similarity	0.7047	NPC472539
Intermediate Similarity	0.7047	NPC470787
Intermediate Similarity	0.701	NPC472541
Intermediate Similarity	0.701	NPC472542
Remote Similarity	0.6982	NPC2823
Remote Similarity	0.6982	NPC43477
Remote Similarity	0.6941	NPC472241
Remote Similarity	0.6923	NPC471199
Remote Similarity	0.6923	NPC242933
Remote Similarity	0.6919	NPC472242
Remote Similarity	0.6915	NPC285192
Remote Similarity	0.6914	NPC314223
Remote Similarity	0.6905	NPC287358
Remote Similarity	0.6884	NPC295548
Remote Similarity	0.686	NPC314186
Remote Similarity	0.6848	NPC292265
Remote Similarity	0.6813	NPC471130
Remote Similarity	0.6796	NPC88970
Remote Similarity	0.6789	NPC471742
Remote Similarity	0.6788	NPC194562
Remote Similarity	0.6788	NPC472245
Remote Similarity	0.6788	NPC471195
Remote Similarity	0.6788	NPC471196
Remote Similarity	0.678	NPC117032
Remote Similarity	0.6779	NPC248601
Remote Similarity	0.674	NPC68650
Remote Similarity	0.674	NPC27904
Remote Similarity	0.6731	NPC471197
Remote Similarity	0.6727	NPC150863
Remote Similarity	0.6725	NPC472243
Remote Similarity	0.6699	NPC471198
Remote Similarity	0.6686	NPC471164
Remote Similarity	0.6667	NPC276430
Remote Similarity	0.6667	NPC307396
Remote Similarity	0.6649	NPC470317
Remote Similarity	0.6646	NPC472244
Remote Similarity	0.6646	NPC470343
Remote Similarity	0.6627	NPC316104
Remote Similarity	0.6627	NPC162417
Remote Similarity	0.6598	NPC473815
Remote Similarity	0.6595	NPC182131
Remote Similarity	0.6587	NPC314431
Remote Similarity	0.6587	NPC280807
Remote Similarity	0.6573	NPC473329
Remote Similarity	0.657	NPC83214
Remote Similarity	0.6561	NPC475607
Remote Similarity	0.6559	NPC66490
Remote Similarity	0.6556	NPC295021
Remote Similarity	0.6548	NPC314098
Remote Similarity	0.6545	NPC475685
Remote Similarity	0.6538	NPC24617
Remote Similarity	0.6538	NPC471193
Remote Similarity	0.6538	NPC471194
Remote Similarity	0.6535	NPC471944
Remote Similarity	0.6534	NPC311658
Remote Similarity	0.6531	NPC313293
Remote Similarity	0.6529	NPC253476
Remote Similarity	0.6526	NPC474081
Remote Similarity	0.6517	NPC300596
Remote Similarity	0.6517	NPC237649
Remote Similarity	0.6512	NPC132636
Remote Similarity	0.6512	NPC122553
Remote Similarity	0.6508	NPC470548
Remote Similarity	0.6508	NPC475594
Remote Similarity	0.6503	NPC114806
Remote Similarity	0.6497	NPC324445
Remote Similarity	0.6495	NPC235194
Remote Similarity	0.6492	NPC475761
Remote Similarity	0.6492	NPC474041
Remote Similarity	0.6492	NPC475094
Remote Similarity	0.6491	NPC300299
Remote Similarity	0.649	NPC72956
Remote Similarity	0.6489	NPC355
Remote Similarity	0.6489	NPC318183
Remote Similarity	0.6488	NPC471191
Remote Similarity	0.6459	NPC6865
Remote Similarity	0.6459	NPC153980
Remote Similarity	0.6448	NPC104345
Remote Similarity	0.6437	NPC207554
Remote Similarity	0.642	NPC220698
Remote Similarity	0.642	NPC478040
Remote Similarity	0.6415	NPC244425
Remote Similarity	0.6415	NPC15384
Remote Similarity	0.6413	NPC36495
Remote Similarity	0.6412	NPC207428
Remote Similarity	0.6396	NPC316405
Remote Similarity	0.6373	NPC91179
Remote Similarity	0.6369	NPC254798
Remote Similarity	0.6368	NPC471192
Remote Similarity	0.6359	NPC473376
Remote Similarity	0.6351	NPC471741
Remote Similarity	0.6347	NPC205946
Remote Similarity	0.6332	NPC92803
Remote Similarity	0.6324	NPC276085
Remote Similarity	0.6316	NPC476687
Remote Similarity	0.6316	NPC476689
Remote Similarity	0.6316	NPC476685
Remote Similarity	0.6313	NPC18890
Remote Similarity	0.6292	NPC314114
Remote Similarity	0.6292	NPC130797
Remote Similarity	0.6292	NPC136002
Remote Similarity	0.6287	NPC192533
Remote Similarity	0.6286	NPC319645
Remote Similarity	0.6286	NPC315224
Remote Similarity	0.6284	NPC469903
Remote Similarity	0.6283	NPC177261
Remote Similarity	0.6283	NPC285622
Remote Similarity	0.628	NPC226143
Remote Similarity	0.6278	NPC13470
Remote Similarity	0.6276	NPC228835
Remote Similarity	0.6272	NPC58827
Remote Similarity	0.6272	NPC72473
Remote Similarity	0.6272	NPC307437
Remote Similarity	0.627	NPC62104
Remote Similarity	0.627	NPC1390
Remote Similarity	0.627	NPC123241
Remote Similarity	0.627	NPC222029
Remote Similarity	0.6264	NPC473341
Remote Similarity	0.6263	NPC472118
Remote Similarity	0.6257	NPC253667
Remote Similarity	0.6257	NPC35510
Remote Similarity	0.625	NPC474926
Remote Similarity	0.6244	NPC133003
Remote Similarity	0.6243	NPC214960
Remote Similarity	0.6243	NPC279527
Remote Similarity	0.6242	NPC179605
Remote Similarity	0.6242	NPC150323
Remote Similarity	0.6242	NPC27833
Remote Similarity	0.6242	NPC279385
Remote Similarity	0.6237	NPC469902
Remote Similarity	0.623	NPC285381
Remote Similarity	0.6228	NPC254698
Remote Similarity	0.6218	NPC471743
Remote Similarity	0.6216	NPC94167
Remote Similarity	0.6216	NPC172937
Remote Similarity	0.6213	NPC477937
Remote Similarity	0.6211	NPC470971
Remote Similarity	0.6209	NPC300443
Remote Similarity	0.6207	NPC314835
Remote Similarity	0.6205	NPC103292
Remote Similarity	0.6196	NPC239357
Remote Similarity	0.6193	NPC285923
Remote Similarity	0.6193	NPC469560
Remote Similarity	0.6193	NPC97584
Remote Similarity	0.6193	NPC238412
Remote Similarity	0.619	NPC471124
Remote Similarity	0.6186	NPC217372
Remote Similarity	0.6186	NPC183662
Remote Similarity	0.6186	NPC15573
Remote Similarity	0.6181	NPC17059
Remote Similarity	0.6178	NPC198254
Remote Similarity	0.6178	NPC274198
Remote Similarity	0.6176	NPC316282
Remote Similarity	0.6175	NPC272174
Remote Similarity	0.6173	NPC472861
Remote Similarity	0.6173	NPC184932
Remote Similarity	0.617	NPC293458
Remote Similarity	0.6162	NPC316141
Remote Similarity	0.6158	NPC202812
Remote Similarity	0.6154	NPC219336
Remote Similarity	0.6154	NPC11126
Remote Similarity	0.615	NPC469901
Remote Similarity	0.615	NPC471122
Remote Similarity	0.6149	NPC474473
Remote Similarity	0.6141	NPC473002
Remote Similarity	0.614	NPC111428
Remote Similarity	0.6138	NPC217804
Remote Similarity	0.6138	NPC22883
Remote Similarity	0.6138	NPC5719
Remote Similarity	0.6138	NPC210377
Remote Similarity	0.6135	NPC98864
Remote Similarity	0.6134	NPC196243
Remote Similarity	0.6133	NPC259678
Remote Similarity	0.6129	NPC63370
Remote Similarity	0.6129	NPC36836
Remote Similarity	0.6129	NPC324850
Remote Similarity	0.6127	NPC472293
Remote Similarity	0.6126	NPC473000

Drug Structure

NPD3522 OpenBabel08211703112D 41 43 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 -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 1 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 -1.7321 -2.0000 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 -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 -2.5981 -1.5000 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 9 2 0 0 0 0 2 4 2 0 0 0 0 2 9 1 0 0 0 0 3 10 2 0 0 0 0 4 10 1 0 0 0 0 5 6 1 0 0 0 0 6 13 1 0 0 0 0 7 11 1 0 0 0 0 7 21 1 0 0 0 0 8 11 1 0 0 0 0 8 22 1 0 0 0 0 9 16 1 0 0 0 0 10 21 1 0 0 0 0 11 23 1 0 0 0 0 12 5 1 6 0 0 0 12 18 1 0 0 0 0 12 24 1 0 0 0 0 13 27 2 0 0 0 0 13 28 1 0 0 0 0 14 15 2 0 0 0 0 14 17 1 0 0 0 0 14 23 1 0 0 0 0 15 22 1 0 0 0 0 15 25 1 0 0 0 0 16 24 1 0 0 0 0 16 29 2 0 0 0 0 17 26 2 0 0 0 0 17 30 1 0 0 0 0 18 31 2 0 0 0 0 18 32 1 0 0 0 0 19 20 2 0 0 0 0 19 25 1 0 0 0 0 19 26 1 0 0 0 0 20 33 1 0 0 0 0 21 34 1 0 0 0 0 22 35 1 0 0 0 0 23 36 1 0 0 0 0 24 37 1 0 0 0 0 25 38 1 0 0 0 0 28 39 1 0 0 0 0 30 40 1 0 0 0 0 32 41 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001308
DrugBank	DB00116
ChEMBL	CHEMBL2021342
IUPHAR/BPS
PharmaGKB	PA164745110
KEGG Drug
PubChem CID	91443
ChEBI	20506
CAS Number	135-16-0

Drug Properties

Molecular Weight	445.17
ALogP	-3.4688
MLogP	2.12
XLogP	0.875
HDA	13
HBD	9
Rotatable Bonds	13
TPSA	208.26
RO5 Violation	2