NPASS drugs

Drug Information

Drug ID:	NPD5830
Drug Name:
Molecular Formula:	C24H22ClFN4O4
Canonical SMILES:	CO[C@@H]1C[C@@H](N(C1)C(=O)Nc1ccc(cc1)Cl)C(=Nc1ccc(cc1F)n1ccccc1=O)O
Standard InCHI:	InChI=1S/C24H22ClFN4O4/c1-34-18-13-21(30(14-18)24(33)27-16-7-5-15(25)6-8-16)23(32)28-20-10-9-17(12-19(20)26)29-11-3-2-4-22(29)31/h2-12,18,21H,13-14H2,1H3,(H,27,33)(H,28,32)/t18-,21-/m1/s1
Standard InCHIKey:	QQBKAVAGLMGMHI-WIYYLYMNSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5830

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	163
0.1-0.2	2466
0.2-0.3	12365
0.3-0.4	11442
0.4-0.5	3239
0.5-0.6	1180
0.6-0.7	35
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	0.6611	NPC68650
Remote Similarity	0.6458	NPC307396
Remote Similarity	0.6373	NPC225400
Remote Similarity	0.6352	NPC125416
Remote Similarity	0.6341	NPC471155
Remote Similarity	0.6341	NPC472538
Remote Similarity	0.6341	NPC470786
Remote Similarity	0.634	NPC473615
Remote Similarity	0.6325	NPC469949
Remote Similarity	0.6316	NPC471663
Remote Similarity	0.6311	NPC270241
Remote Similarity	0.6308	NPC229484
Remote Similarity	0.6277	NPC355
Remote Similarity	0.6276	NPC292675
Remote Similarity	0.6212	NPC276430
Remote Similarity	0.6198	NPC475094
Remote Similarity	0.6197	NPC248601
Remote Similarity	0.6186	NPC256288
Remote Similarity	0.6158	NPC106118
Remote Similarity	0.6154	NPC2933
Remote Similarity	0.615	NPC471197
Remote Similarity	0.6122	NPC259626
Remote Similarity	0.6121	NPC471198
Remote Similarity	0.6117	NPC295548
Remote Similarity	0.6099	NPC117032
Remote Similarity	0.6062	NPC14849
Remote Similarity	0.6042	NPC248862
Remote Similarity	0.6034	NPC325599
Remote Similarity	0.6031	NPC182057
Remote Similarity	0.6031	NPC147298
Remote Similarity	0.6031	NPC131450
Remote Similarity	0.6022	NPC154478
Remote Similarity	0.6011	NPC138293
Remote Similarity	0.6011	NPC113056
Remote Similarity	0.6	NPC324445
Remote Similarity	0.599	NPC285622
Remote Similarity	0.5959	NPC328611
Remote Similarity	0.5926	NPC15384
Remote Similarity	0.5926	NPC244425
Remote Similarity	0.5924	NPC285192
Remote Similarity	0.5914	NPC172937
Remote Similarity	0.5914	NPC94167
Remote Similarity	0.5914	NPC84317
Remote Similarity	0.5914	NPC315257
Remote Similarity	0.5909	NPC122553
Remote Similarity	0.5902	NPC471199
Remote Similarity	0.5882	NPC469898
Remote Similarity	0.5882	NPC104345
Remote Similarity	0.5854	NPC472539
Remote Similarity	0.5854	NPC472540
Remote Similarity	0.5854	NPC470787
Remote Similarity	0.5851	NPC469901
Remote Similarity	0.5849	NPC71238
Remote Similarity	0.5841	NPC54981
Remote Similarity	0.5838	NPC91179
Remote Similarity	0.5826	NPC112839
Remote Similarity	0.5826	NPC137437
Remote Similarity	0.5825	NPC472542
Remote Similarity	0.5825	NPC472541
Remote Similarity	0.5825	NPC177261
Remote Similarity	0.582	NPC472102
Remote Similarity	0.582	NPC309531
Remote Similarity	0.5813	NPC243716
Remote Similarity	0.5805	NPC476685
Remote Similarity	0.5805	NPC476689
Remote Similarity	0.5805	NPC476687
Remote Similarity	0.5801	NPC243782
Remote Similarity	0.5799	NPC175726
Remote Similarity	0.5799	NPC328683
Remote Similarity	0.5799	NPC474082
Remote Similarity	0.5799	NPC283130
Remote Similarity	0.5789	NPC472117
Remote Similarity	0.5782	NPC477181
Remote Similarity	0.5782	NPC477180
Remote Similarity	0.5782	NPC254850
Remote Similarity	0.5782	NPC477178
Remote Similarity	0.5781	NPC279527
Remote Similarity	0.5781	NPC214960
Remote Similarity	0.5771	NPC323198
Remote Similarity	0.5762	NPC155143
Remote Similarity	0.5761	NPC109787
Remote Similarity	0.5759	NPC189116
Remote Similarity	0.5758	NPC24661
Remote Similarity	0.5758	NPC44357
Remote Similarity	0.5755	NPC477173
Remote Similarity	0.5755	NPC477174
Remote Similarity	0.5755	NPC470490
Remote Similarity	0.5753	NPC473002
Remote Similarity	0.5748	NPC478158
Remote Similarity	0.574	NPC252878
Remote Similarity	0.5735	NPC477179
Remote Similarity	0.5733	NPC265592
Remote Similarity	0.5733	NPC275134
Remote Similarity	0.573	NPC473329
Remote Similarity	0.573	NPC287358
Remote Similarity	0.573	NPC77992
Remote Similarity	0.5728	NPC470488
Remote Similarity	0.5722	NPC469903
Remote Similarity	0.5721	NPC470499
Remote Similarity	0.5714	NPC54744
Remote Similarity	0.5714	NPC136002
Remote Similarity	0.5714	NPC475506
Remote Similarity	0.5708	NPC256007
Remote Similarity	0.5708	NPC473702
Remote Similarity	0.5707	NPC476231
Remote Similarity	0.5707	NPC254798
Remote Similarity	0.5707	NPC472121
Remote Similarity	0.5706	NPC46427
Remote Similarity	0.5701	NPC471945
Remote Similarity	0.5701	NPC471950
Remote Similarity	0.5701	NPC475259
Remote Similarity	0.5701	NPC470491
Remote Similarity	0.57	NPC477159
Remote Similarity	0.5699	NPC314223
Remote Similarity	0.5699	NPC300631
Remote Similarity	0.5695	NPC64216
Remote Similarity	0.5688	NPC478157
Remote Similarity	0.5684	NPC473003
Remote Similarity	0.5678	NPC472999
Remote Similarity	0.5676	NPC475168
Remote Similarity	0.5676	NPC7817
Remote Similarity	0.5674	NPC471951
Remote Similarity	0.5674	NPC471946
Remote Similarity	0.5672	NPC228835
Remote Similarity	0.567	NPC473000
Remote Similarity	0.5668	NPC6865
Remote Similarity	0.5668	NPC153980
Remote Similarity	0.5665	NPC473815
Remote Similarity	0.5665	NPC17059
Remote Similarity	0.5662	NPC471192
Remote Similarity	0.5659	NPC209509
Remote Similarity	0.565	NPC313352
Remote Similarity	0.565	NPC192270
Remote Similarity	0.5648	NPC475359
Remote Similarity	0.5648	NPC191817
Remote Similarity	0.5646	NPC473640
Remote Similarity	0.5638	NPC471132
Remote Similarity	0.5637	NPC213629
Remote Similarity	0.5635	NPC329688
Remote Similarity	0.5635	NPC189812
Remote Similarity	0.5635	NPC301760
Remote Similarity	0.5635	NPC470548
Remote Similarity	0.5632	NPC24617
Remote Similarity	0.5631	NPC272174
Remote Similarity	0.5628	NPC472103
Remote Similarity	0.5625	NPC472101
Remote Similarity	0.5625	NPC472120
Remote Similarity	0.5622	NPC212799
Remote Similarity	0.5622	NPC320968
Remote Similarity	0.5622	NPC72956
Remote Similarity	0.5621	NPC316582
Remote Similarity	0.5621	NPC476990
Remote Similarity	0.5616	NPC94752
Remote Similarity	0.5613	NPC193761
Remote Similarity	0.5611	NPC281049
Remote Similarity	0.5611	NPC469560
Remote Similarity	0.561	NPC471196
Remote Similarity	0.561	NPC51047
Remote Similarity	0.561	NPC471195
Remote Similarity	0.561	NPC128582
Remote Similarity	0.5607	NPC471191
Remote Similarity	0.5606	NPC475607
Remote Similarity	0.5605	NPC474896
Remote Similarity	0.5604	NPC238499
Remote Similarity	0.5602	NPC276085
Remote Similarity	0.5602	NPC162860
Remote Similarity	0.5602	NPC471122
Remote Similarity	0.5602	NPC114806
Remote Similarity	0.5602	NPC477548
Remote Similarity	0.5602	NPC469902

Drug Structure

NPD5830 OpenBabel08211708292D 36 39 0 0 1 0 0 0 0 0999 V2000 -3.6491 -2.7614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 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 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4786 -0.4990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.9434 1.1483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5275 -0.8080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9923 0.8393 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 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 -3.5211 -0.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8301 -1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.6865 0.4792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7844 -0.1389 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 -3.8301 -1.0388 0.0000 C 0 0 2 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 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 2 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 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0902 0.2212 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.6376 0.7882 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.8333 -0.4479 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 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 -5.1391 -0.0878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 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 -6.2981 1.1994 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2423 -1.8479 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.6254 -1.4260 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 34 1 0 0 0 0 2 3 1 0 0 0 0 2 4 2 0 0 0 0 3 11 2 0 0 0 0 4 22 1 0 0 0 0 5 7 1 0 0 0 0 5 15 2 0 0 0 0 6 8 2 0 0 0 0 6 15 1 0 0 0 0 7 16 2 0 0 0 0 8 16 1 0 0 0 0 9 10 2 0 0 0 0 9 17 1 0 0 0 0 10 20 1 0 0 0 0 11 29 1 0 0 0 0 12 17 2 0 0 0 0 12 19 1 0 0 0 0 13 18 1 0 0 0 0 13 21 1 0 0 0 0 14 18 1 0 0 0 0 14 30 1 0 0 0 0 15 25 1 0 0 0 0 16 27 1 0 0 0 0 17 29 1 0 0 0 0 18 34 1 1 0 0 0 19 20 2 0 0 0 0 19 26 1 0 0 0 0 20 28 1 0 0 0 0 21 23 1 1 0 0 0 21 30 1 0 0 0 0 22 29 1 0 0 0 0 22 31 2 0 0 0 0 23 28 2 3 0 0 0 23 32 1 0 0 0 0 24 27 1 0 0 0 0 24 30 1 0 0 0 0 24 33 2 0 0 0 0 27 35 1 0 0 0 0 32 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC009125; DCL000591
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11634458
ChEBI
CAS Number

Drug Properties

Molecular Weight	484.13
ALogP	-0.3479
MLogP	3
XLogP	3.633
HDA	8
HBD	2
Rotatable Bonds	11
TPSA	94.47
RO5 Violation	0