NPASS drugs

Drug Information

Drug ID:	NPD4087
Drug Name:	Pelitrexol
Molecular Formula:	C20H25N5O6S
Canonical SMILES:	OC(=O)CC[C@@H](C(=O)O)NC(=O)c1cc(c(s1)CC[C@@H]1CNc2c(C1)c(O)nc(=N)[nH]2)C
Standard InCHI:	InChI=1S/C20H25N5O6S/c1-9-6-14(18(29)23-12(19(30)31)3-5-15(26)27)32-13(9)4-2-10-7-11-16(22-8-10)24-20(21)25-17(11)28/h6,10,12H,2-5,7-8H2,1H3,(H,23,29)(H,26,27)(H,30,31)(H4,21,22,24,25,28)/t10-,12-/m0/s1
Standard InCHIKey:	QXOPTIPQEVJERB-JQWIXIFHSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4087

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	191
0.1-0.2	1319
0.2-0.3	6503
0.3-0.4	15767
0.4-0.5	5943
0.5-0.6	1086
0.6-0.7	75
0.7-0.8	6
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
Intermediate Similarity	0.7337	NPC14849
Intermediate Similarity	0.7322	NPC328611
Intermediate Similarity	0.7322	NPC248862
Intermediate Similarity	0.7204	NPC147298
Intermediate Similarity	0.7204	NPC182057
Intermediate Similarity	0.7204	NPC131450
Remote Similarity	0.6723	NPC311658
Remote Similarity	0.6648	NPC13470
Remote Similarity	0.663	NPC24617
Remote Similarity	0.6595	NPC114806
Remote Similarity	0.6575	NPC300443
Remote Similarity	0.6561	NPC66490
Remote Similarity	0.6459	NPC472538
Remote Similarity	0.6459	NPC471155
Remote Similarity	0.6429	NPC270241
Remote Similarity	0.642	NPC132636
Remote Similarity	0.6411	NPC225400
Remote Similarity	0.6404	NPC468984
Remote Similarity	0.64	NPC314835
Remote Similarity	0.6398	NPC84317
Remote Similarity	0.6381	NPC470786
Remote Similarity	0.6378	NPC469903
Remote Similarity	0.6378	NPC153554
Remote Similarity	0.6332	NPC235194
Remote Similarity	0.633	NPC154478
Remote Similarity	0.6316	NPC477937
Remote Similarity	0.6316	NPC189116
Remote Similarity	0.628	NPC106118
Remote Similarity	0.6277	NPC62104
Remote Similarity	0.6277	NPC1390
Remote Similarity	0.6243	NPC471680
Remote Similarity	0.6243	NPC469902
Remote Similarity	0.623	NPC217804
Remote Similarity	0.623	NPC210377
Remote Similarity	0.623	NPC22883
Remote Similarity	0.623	NPC5719
Remote Similarity	0.6218	NPC315388
Remote Similarity	0.6209	NPC314114
Remote Similarity	0.6198	NPC15068
Remote Similarity	0.6186	NPC198254
Remote Similarity	0.6186	NPC274198
Remote Similarity	0.6183	NPC473341
Remote Similarity	0.6166	NPC63040
Remote Similarity	0.6147	NPC147983
Remote Similarity	0.6147	NPC177996
Remote Similarity	0.6146	NPC138293
Remote Similarity	0.6146	NPC113056
Remote Similarity	0.6141	NPC478039
Remote Similarity	0.6138	NPC324850
Remote Similarity	0.6135	NPC477639
Remote Similarity	0.6134	NPC129486
Remote Similarity	0.6134	NPC473000
Remote Similarity	0.6133	NPC77905
Remote Similarity	0.6126	NPC68650
Remote Similarity	0.6122	NPC475532
Remote Similarity	0.6114	NPC300315
Remote Similarity	0.6109	NPC478007
Remote Similarity	0.6108	NPC2501
Remote Similarity	0.6103	NPC276506
Remote Similarity	0.61	NPC473404
Remote Similarity	0.6096	NPC122590
Remote Similarity	0.6091	NPC248601
Remote Similarity	0.6091	NPC165285
Remote Similarity	0.6087	NPC477638
Remote Similarity	0.6087	NPC477632
Remote Similarity	0.6085	NPC295548
Remote Similarity	0.6068	NPC477631
Remote Similarity	0.6066	NPC322878
Remote Similarity	0.6061	NPC196243
Remote Similarity	0.6057	NPC111428
Remote Similarity	0.6054	NPC478008
Remote Similarity	0.6051	NPC469904
Remote Similarity	0.6049	NPC477636
Remote Similarity	0.6049	NPC471195
Remote Similarity	0.6049	NPC471196
Remote Similarity	0.6047	NPC478005
Remote Similarity	0.6023	NPC71684
Remote Similarity	0.6022	NPC238412
Remote Similarity	0.6011	NPC52748
Remote Similarity	0.601	NPC307396
Remote Similarity	0.6009	NPC143325
Remote Similarity	0.599	NPC473003
Remote Similarity	0.599	NPC469243
Remote Similarity	0.599	NPC469901
Remote Similarity	0.5989	NPC7817
Remote Similarity	0.5989	NPC475168
Remote Similarity	0.5988	NPC33742
Remote Similarity	0.5979	NPC473002
Remote Similarity	0.5979	NPC470902
Remote Similarity	0.5978	NPC315266
Remote Similarity	0.5977	NPC101719
Remote Similarity	0.5973	NPC471197
Remote Similarity	0.5972	NPC285192
Remote Similarity	0.5969	NPC280022
Remote Similarity	0.5967	NPC89489
Remote Similarity	0.5965	NPC200964
Remote Similarity	0.5964	NPC474584
Remote Similarity	0.5952	NPC472542
Remote Similarity	0.5952	NPC471199
Remote Similarity	0.5952	NPC472541
Remote Similarity	0.5947	NPC473580
Remote Similarity	0.5946	NPC471198
Remote Similarity	0.593	NPC477462
Remote Similarity	0.593	NPC17698
Remote Similarity	0.592	NPC222466
Remote Similarity	0.592	NPC22746
Remote Similarity	0.5917	NPC14672
Remote Similarity	0.5917	NPC315276
Remote Similarity	0.5917	NPC285926
Remote Similarity	0.5909	NPC471741
Remote Similarity	0.5909	NPC355
Remote Similarity	0.5907	NPC477420
Remote Similarity	0.5907	NPC477418
Remote Similarity	0.5907	NPC475544
Remote Similarity	0.5905	NPC470787
Remote Similarity	0.5905	NPC472540
Remote Similarity	0.5905	NPC472539
Remote Similarity	0.59	NPC469900
Remote Similarity	0.5899	NPC255447
Remote Similarity	0.5897	NPC223207
Remote Similarity	0.5894	NPC61332
Remote Similarity	0.5894	NPC240130
Remote Similarity	0.5892	NPC209509
Remote Similarity	0.5892	NPC5620
Remote Similarity	0.5892	NPC313867
Remote Similarity	0.5892	NPC316008
Remote Similarity	0.5885	NPC302715
Remote Similarity	0.5882	NPC105717
Remote Similarity	0.5882	NPC471821
Remote Similarity	0.5882	NPC471820
Remote Similarity	0.5879	NPC77992
Remote Similarity	0.5876	NPC473322
Remote Similarity	0.5874	NPC94862
Remote Similarity	0.5871	NPC473001
Remote Similarity	0.587	NPC161069
Remote Similarity	0.5869	NPC477551
Remote Similarity	0.5867	NPC304074
Remote Similarity	0.5867	NPC290755
Remote Similarity	0.5867	NPC471771
Remote Similarity	0.5867	NPC61004
Remote Similarity	0.5865	NPC276430
Remote Similarity	0.5862	NPC6975
Remote Similarity	0.586	NPC314358
Remote Similarity	0.5852	NPC322433
Remote Similarity	0.5851	NPC283783
Remote Similarity	0.5847	NPC48202
Remote Similarity	0.5847	NPC239762
Remote Similarity	0.5847	NPC163392
Remote Similarity	0.5845	NPC102959
Remote Similarity	0.5838	NPC315283
Remote Similarity	0.5838	NPC476978
Remote Similarity	0.5838	NPC314388
Remote Similarity	0.5837	NPC165538
Remote Similarity	0.5833	NPC473376
Remote Similarity	0.5829	NPC313850
Remote Similarity	0.5824	NPC239357
Remote Similarity	0.5817	NPC60516
Remote Similarity	0.5817	NPC122427
Remote Similarity	0.5815	NPC269398
Remote Similarity	0.5815	NPC263493
Remote Similarity	0.5803	NPC197743
Remote Similarity	0.5803	NPC297145
Remote Similarity	0.5801	NPC141050
Remote Similarity	0.5797	NPC473815
Remote Similarity	0.5797	NPC329731
Remote Similarity	0.5795	NPC73655
Remote Similarity	0.5792	NPC98424
Remote Similarity	0.5792	NPC153980
Remote Similarity	0.5792	NPC476133
Remote Similarity	0.5792	NPC92784
Remote Similarity	0.5792	NPC178662
Remote Similarity	0.5792	NPC471194
Remote Similarity	0.5792	NPC470884
Remote Similarity	0.5792	NPC6865
Remote Similarity	0.5792	NPC471193
Remote Similarity	0.5789	NPC470545
Remote Similarity	0.5784	NPC477637
Remote Similarity	0.5782	NPC239660
Remote Similarity	0.5782	NPC106235
Remote Similarity	0.5779	NPC46009
Remote Similarity	0.5778	NPC325479
Remote Similarity	0.5775	NPC477552
Remote Similarity	0.5775	NPC477550
Remote Similarity	0.5773	NPC469898
Remote Similarity	0.5767	NPC129666
Remote Similarity	0.5765	NPC471053
Remote Similarity	0.5765	NPC471051
Remote Similarity	0.5765	NPC471052
Remote Similarity	0.5764	NPC97526
Remote Similarity	0.5764	NPC119652
Remote Similarity	0.5759	NPC286551
Remote Similarity	0.5756	NPC470546
Remote Similarity	0.5754	NPC200589
Remote Similarity	0.5749	NPC319579
Remote Similarity	0.5747	NPC72956
Remote Similarity	0.5747	NPC202521
Remote Similarity	0.5745	NPC135121
Remote Similarity	0.5745	NPC138775
Remote Similarity	0.5744	NPC471527
Remote Similarity	0.5742	NPC329961

Drug Structure

NPD4087 OpenBabel08211704332D 39 41 0 0 1 0 0 0 0 0999 V2000 3.6915 -5.1637 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 6.0939 -5.5590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6871 -6.4725 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 -4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 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 4.4347 -4.4945 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0884 -5.4544 0.0000 C 0 0 1 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 5.9128 -3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6926 -6.5770 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9073 -3.7319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6762 -6.2635 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 0.0000 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.4951 -4.5409 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 4.2859 -7.4906 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1048 -5.7680 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 7.3141 -2.8183 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.2694 -7.1770 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6707 -6.1589 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 -3.0933 0.0000 S 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 -0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4896 -4.4364 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 3.1103 -5.8726 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 9.2585 -6.9679 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 13 1 0 0 0 0 5 15 1 0 0 0 0 6 9 1 0 0 0 0 6 14 2 0 0 0 0 7 10 1 0 0 0 0 7 11 1 0 0 0 0 8 10 1 0 0 0 0 8 22 1 0 0 0 0 9 13 2 0 0 0 0 10 2 1 6 0 0 0 11 16 2 0 0 0 0 11 17 1 0 0 0 0 12 3 1 6 0 0 0 12 19 1 0 0 0 0 12 23 1 0 0 0 0 13 32 1 0 0 0 0 14 18 1 0 0 0 0 14 32 1 0 0 0 0 15 26 2 0 0 0 0 15 27 1 0 0 0 0 16 22 1 0 0 0 0 16 24 1 0 0 0 0 17 25 2 0 0 0 0 17 28 1 0 0 0 0 18 23 1 0 0 0 0 18 29 2 0 0 0 0 19 30 2 0 0 0 0 19 31 1 0 0 0 0 20 21 2 0 0 0 0 20 24 1 0 0 0 0 20 25 1 0 0 0 0 21 33 1 0 0 0 0 22 34 1 0 0 0 0 23 35 1 0 0 0 0 24 36 1 0 0 0 0 27 37 1 0 0 0 0 28 38 1 0 0 0 0 31 39 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004376
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	463.15
ALogP	-0.5791
MLogP	2.34
XLogP	1.161
HDA	11
HBD	7
Rotatable Bonds	14
TPSA	212.44
RO5 Violation	2