NPASS drugs

Drug Information

Drug ID:	NPD4325
Drug Name:	R-343
Molecular Formula:	C21H17F3N6O4
Canonical SMILES:	CN=C(COc1cccc(c1)Nc1ncc(c(=Nc2ccc3c(c2)N=C(C(O3)(F)F)O)[nH]1)F)O
Standard InCHI:	InChI=1S/C21H17F3N6O4/c1-25-17(31)10-33-13-4-2-3-11(7-13)28-20-26-9-14(22)18(30-20)27-12-5-6-16-15(8-12)29-19(32)21(23,24)34-16/h2-9H,10H2,1H3,(H,25,31)(H,29,32)(H2,26,27,28,30)
Standard InCHIKey:	MOXXQFNQDDSJHT-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4325

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	344
0.1-0.2	4642
0.2-0.3	8448
0.3-0.4	8916
0.4-0.5	7119
0.5-0.6	1375
0.6-0.7	46
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	0.6882	NPC315257
Remote Similarity	0.6824	NPC315632
Remote Similarity	0.6699	NPC478049
Remote Similarity	0.6699	NPC314948
Remote Similarity	0.663	NPC473769
Remote Similarity	0.6591	NPC473987
Remote Similarity	0.6526	NPC112766
Remote Similarity	0.648	NPC297584
Remote Similarity	0.6468	NPC118776
Remote Similarity	0.6456	NPC56271
Remote Similarity	0.6439	NPC110741
Remote Similarity	0.6432	NPC473432
Remote Similarity	0.6432	NPC260601
Remote Similarity	0.6425	NPC208022
Remote Similarity	0.6406	NPC70549
Remote Similarity	0.6338	NPC111492
Remote Similarity	0.6324	NPC476462
Remote Similarity	0.6313	NPC308392
Remote Similarity	0.6221	NPC471736
Remote Similarity	0.6203	NPC316756
Remote Similarity	0.62	NPC85482
Remote Similarity	0.6186	NPC214368
Remote Similarity	0.6181	NPC1527
Remote Similarity	0.6176	NPC264782
Remote Similarity	0.6175	NPC473422
Remote Similarity	0.6154	NPC469830
Remote Similarity	0.6142	NPC57105
Remote Similarity	0.6138	NPC473874
Remote Similarity	0.6131	NPC314861
Remote Similarity	0.6129	NPC473460
Remote Similarity	0.6127	NPC316161
Remote Similarity	0.6119	NPC258773
Remote Similarity	0.6091	NPC285635
Remote Similarity	0.6091	NPC231862
Remote Similarity	0.6089	NPC73280
Remote Similarity	0.6031	NPC13397
Remote Similarity	0.6029	NPC168153
Remote Similarity	0.6027	NPC162530
Remote Similarity	0.602	NPC10875
Remote Similarity	0.602	NPC10730
Remote Similarity	0.601	NPC469829
Remote Similarity	0.6008	NPC472067
Remote Similarity	0.6008	NPC472066
Remote Similarity	0.6008	NPC472031
Remote Similarity	0.6	NPC226914
Remote Similarity	0.6	NPC220560
Remote Similarity	0.5992	NPC472068
Remote Similarity	0.5991	NPC187145
Remote Similarity	0.5981	NPC313886
Remote Similarity	0.5962	NPC469831
Remote Similarity	0.5951	NPC290069
Remote Similarity	0.5936	NPC52801
Remote Similarity	0.5926	NPC314113
Remote Similarity	0.5919	NPC475133
Remote Similarity	0.5917	NPC25897
Remote Similarity	0.5917	NPC127178
Remote Similarity	0.5909	NPC162484
Remote Similarity	0.5904	NPC476475
Remote Similarity	0.59	NPC315498
Remote Similarity	0.59	NPC230942
Remote Similarity	0.5896	NPC477186
Remote Similarity	0.589	NPC470586
Remote Similarity	0.5888	NPC79213
Remote Similarity	0.5882	NPC310894
Remote Similarity	0.5877	NPC262725
Remote Similarity	0.5867	NPC184161
Remote Similarity	0.5864	NPC168750
Remote Similarity	0.5857	NPC84478
Remote Similarity	0.5852	NPC173080
Remote Similarity	0.585	NPC306366
Remote Similarity	0.5848	NPC201697
Remote Similarity	0.5847	NPC160666
Remote Similarity	0.5847	NPC475253
Remote Similarity	0.5842	NPC204179
Remote Similarity	0.5841	NPC119722
Remote Similarity	0.5841	NPC127996
Remote Similarity	0.5841	NPC475411
Remote Similarity	0.5833	NPC198401
Remote Similarity	0.5826	NPC72211
Remote Similarity	0.5815	NPC471080
Remote Similarity	0.5815	NPC469592
Remote Similarity	0.5813	NPC127362
Remote Similarity	0.5813	NPC19555
Remote Similarity	0.5811	NPC475147
Remote Similarity	0.5811	NPC285558
Remote Similarity	0.5811	NPC470930
Remote Similarity	0.581	NPC176127
Remote Similarity	0.5809	NPC41501
Remote Similarity	0.5801	NPC128115
Remote Similarity	0.5796	NPC471532
Remote Similarity	0.5794	NPC474059
Remote Similarity	0.5792	NPC291535
Remote Similarity	0.5792	NPC135887
Remote Similarity	0.5792	NPC473183
Remote Similarity	0.5792	NPC199277
Remote Similarity	0.5792	NPC475112
Remote Similarity	0.5792	NPC475085
Remote Similarity	0.5787	NPC473185
Remote Similarity	0.5785	NPC476106
Remote Similarity	0.5783	NPC469594
Remote Similarity	0.5783	NPC248601
Remote Similarity	0.5778	NPC471561
Remote Similarity	0.5776	NPC477532
Remote Similarity	0.5771	NPC48353
Remote Similarity	0.5764	NPC70172
Remote Similarity	0.5761	NPC469722
Remote Similarity	0.5759	NPC189724
Remote Similarity	0.5759	NPC83289
Remote Similarity	0.5759	NPC212850
Remote Similarity	0.5758	NPC473179
Remote Similarity	0.5752	NPC219664
Remote Similarity	0.575	NPC469428
Remote Similarity	0.5747	NPC472329
Remote Similarity	0.5747	NPC472330
Remote Similarity	0.5739	NPC473513
Remote Similarity	0.5734	NPC70259
Remote Similarity	0.5733	NPC132642
Remote Similarity	0.5733	NPC475910
Remote Similarity	0.573	NPC471306
Remote Similarity	0.573	NPC471321
Remote Similarity	0.5723	NPC9336
Remote Similarity	0.5722	NPC471953
Remote Similarity	0.5722	NPC247298
Remote Similarity	0.5721	NPC291359
Remote Similarity	0.5721	NPC473569
Remote Similarity	0.5714	NPC79293
Remote Similarity	0.5714	NPC237227
Remote Similarity	0.5714	NPC261388
Remote Similarity	0.5714	NPC70092
Remote Similarity	0.5714	NPC477531
Remote Similarity	0.5714	NPC279401
Remote Similarity	0.5708	NPC472191
Remote Similarity	0.5708	NPC209769
Remote Similarity	0.5708	NPC473184
Remote Similarity	0.5702	NPC203168
Remote Similarity	0.5702	NPC316981
Remote Similarity	0.5702	NPC94157
Remote Similarity	0.5702	NPC30540
Remote Similarity	0.5701	NPC315957
Remote Similarity	0.5701	NPC329747
Remote Similarity	0.5701	NPC66083
Remote Similarity	0.57	NPC225381
Remote Similarity	0.5696	NPC288349
Remote Similarity	0.5696	NPC66777
Remote Similarity	0.5696	NPC252251
Remote Similarity	0.5696	NPC471531
Remote Similarity	0.5696	NPC471762
Remote Similarity	0.5694	NPC283152
Remote Similarity	0.5694	NPC22476
Remote Similarity	0.5693	NPC19023
Remote Similarity	0.569	NPC17565
Remote Similarity	0.5688	NPC205934
Remote Similarity	0.5688	NPC43787
Remote Similarity	0.5687	NPC116096
Remote Similarity	0.5687	NPC161887
Remote Similarity	0.5686	NPC299582
Remote Similarity	0.5681	NPC20249
Remote Similarity	0.5677	NPC266931
Remote Similarity	0.5672	NPC209174
Remote Similarity	0.5671	NPC126556
Remote Similarity	0.567	NPC87714
Remote Similarity	0.567	NPC14339
Remote Similarity	0.5667	NPC473182
Remote Similarity	0.5665	NPC79911
Remote Similarity	0.5665	NPC72291
Remote Similarity	0.5665	NPC477533
Remote Similarity	0.5664	NPC329567
Remote Similarity	0.5664	NPC476465
Remote Similarity	0.5664	NPC330683
Remote Similarity	0.5663	NPC245974
Remote Similarity	0.5656	NPC128823
Remote Similarity	0.5654	NPC157931
Remote Similarity	0.5654	NPC257851
Remote Similarity	0.5652	NPC471604
Remote Similarity	0.5642	NPC307963
Remote Similarity	0.5642	NPC226202
Remote Similarity	0.5639	NPC469589
Remote Similarity	0.5639	NPC477160
Remote Similarity	0.5636	NPC161804
Remote Similarity	0.5636	NPC272706
Remote Similarity	0.5636	NPC70956
Remote Similarity	0.5636	NPC243834
Remote Similarity	0.5633	NPC124300
Remote Similarity	0.5628	NPC219383
Remote Similarity	0.5628	NPC477110
Remote Similarity	0.5625	NPC469554
Remote Similarity	0.5625	NPC47986
Remote Similarity	0.5622	NPC222046
Remote Similarity	0.5622	NPC308906
Remote Similarity	0.5622	NPC92803
Remote Similarity	0.5619	NPC471155
Remote Similarity	0.5619	NPC470786
Remote Similarity	0.5619	NPC315631
Remote Similarity	0.5619	NPC193777
Remote Similarity	0.5616	NPC120798
Remote Similarity	0.5616	NPC230313
Remote Similarity	0.5616	NPC131017
Remote Similarity	0.5615	NPC471614
Remote Similarity	0.5614	NPC269449
Remote Similarity	0.5613	NPC219963

Drug Structure

NPD4325 OpenBabel08211705262D 38 41 0 0 0 0 0 0 0 0999 V2000 7.7942 6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 3.5000 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 2.5981 0.5000 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 6.0622 3.5000 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 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 6.0000 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 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 0.5000 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 6.5000 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 -0.8660 1.5000 0.0000 C 0 0 0 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 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.8660 0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 -0.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 6.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 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 6.9282 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 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 5.1962 8.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 11 1 0 0 0 0 4 13 2 0 0 0 0 5 6 2 0 0 0 0 5 12 1 0 0 0 0 6 16 1 0 0 0 0 7 11 2 0 0 0 0 7 13 1 0 0 0 0 8 12 2 0 0 0 0 8 15 1 0 0 0 0 9 14 2 0 0 0 0 9 26 1 0 0 0 0 10 17 1 0 0 0 0 10 33 1 0 0 0 0 11 28 1 0 0 0 0 12 27 1 0 0 0 0 13 33 1 0 0 0 0 14 18 1 0 0 0 0 14 22 1 0 0 0 0 15 16 2 0 0 0 0 15 29 1 0 0 0 0 16 34 1 0 0 0 0 17 25 2 3 0 0 0 17 31 1 0 0 0 0 18 27 2 3 0 0 0 18 30 1 0 0 0 0 19 21 1 0 0 0 0 19 29 2 0 0 0 0 19 32 1 0 0 0 0 20 26 2 0 0 0 0 20 28 1 0 0 0 0 20 30 1 0 0 0 0 21 23 1 0 0 0 0 21 24 1 0 0 0 0 21 34 1 0 0 0 0 28 35 1 0 0 0 0 30 36 1 0 0 0 0 31 37 1 0 0 0 0 32 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007896
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	474.13
ALogP	-1.0453
MLogP	2.34
XLogP	3.596
HDA	8
HBD	4
Rotatable Bonds	12
TPSA	132.42
RO5 Violation	0