NPASS drugs

Drug Information

Drug ID:	NPD3849
Drug Name:
Molecular Formula:	C20H20Cl2N6O3
Canonical SMILES:	CN=C([C@]12C[C@@H]2[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(Cl)nc2NCc1cccc(c1)Cl)O
Standard InCHI:	InChI=1S/C20H20Cl2N6O3/c1-23-18(31)20-6-11(20)13(14(29)15(20)30)28-8-25-12-16(26-19(22)27-17(12)28)24-7-9-3-2-4-10(21)5-9/h2-5,8,11,13-15,29-30H,6-7H2,1H3,(H,23,31)(H,24,26,27)/t11-,13-,14+,15+,20+/m1/s1
Standard InCHIKey:	GAYWHRPOIWFKIF-DDDALXFXSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3849

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	430
0.1-0.2	2617
0.2-0.3	16637
0.3-0.4	7401
0.4-0.5	2647
0.5-0.6	1123
0.6-0.7	33
0.7-0.8	2
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	0.7339	NPC250178
Intermediate Similarity	0.7107	NPC160666
Remote Similarity	0.6883	NPC158055
Remote Similarity	0.681	NPC93365
Remote Similarity	0.664	NPC107160
Remote Similarity	0.6627	NPC21461
Remote Similarity	0.6557	NPC469975
Remote Similarity	0.6419	NPC313514
Remote Similarity	0.6281	NPC71238
Remote Similarity	0.6267	NPC239737
Remote Similarity	0.6267	NPC317054
Remote Similarity	0.6245	NPC476492
Remote Similarity	0.621	NPC238945
Remote Similarity	0.6204	NPC54981
Remote Similarity	0.6196	NPC69843
Remote Similarity	0.6184	NPC133261
Remote Similarity	0.6175	NPC472834
Remote Similarity	0.6169	NPC251936
Remote Similarity	0.6128	NPC472067
Remote Similarity	0.6128	NPC472066
Remote Similarity	0.6128	NPC472031
Remote Similarity	0.6126	NPC130570
Remote Similarity	0.6123	NPC313897
Remote Similarity	0.6105	NPC56271
Remote Similarity	0.6104	NPC472110
Remote Similarity	0.6104	NPC472109
Remote Similarity	0.6082	NPC314957
Remote Similarity	0.6055	NPC110151
Remote Similarity	0.6052	NPC62510
Remote Similarity	0.6049	NPC103388
Remote Similarity	0.6047	NPC471506
Remote Similarity	0.6029	NPC150447
Remote Similarity	0.6023	NPC295452
Remote Similarity	0.6023	NPC171393
Remote Similarity	0.6008	NPC320968
Remote Similarity	0.5993	NPC472068
Remote Similarity	0.5962	NPC39092
Remote Similarity	0.5957	NPC24594
Remote Similarity	0.5957	NPC472122
Remote Similarity	0.5948	NPC473585
Remote Similarity	0.5946	NPC115595
Remote Similarity	0.5941	NPC474177
Remote Similarity	0.5938	NPC64216
Remote Similarity	0.5932	NPC204565
Remote Similarity	0.5931	NPC326575
Remote Similarity	0.5926	NPC269827
Remote Similarity	0.5922	NPC310118
Remote Similarity	0.592	NPC471603
Remote Similarity	0.5915	NPC265111
Remote Similarity	0.5911	NPC166492
Remote Similarity	0.5911	NPC473362
Remote Similarity	0.5909	NPC265576
Remote Similarity	0.5907	NPC173028
Remote Similarity	0.5907	NPC65215
Remote Similarity	0.5906	NPC1203
Remote Similarity	0.5903	NPC125659
Remote Similarity	0.5903	NPC168702
Remote Similarity	0.5902	NPC54537
Remote Similarity	0.5897	NPC472108
Remote Similarity	0.5897	NPC139291
Remote Similarity	0.5896	NPC282247
Remote Similarity	0.5892	NPC231342
Remote Similarity	0.588	NPC189068
Remote Similarity	0.588	NPC472105
Remote Similarity	0.588	NPC187827
Remote Similarity	0.5865	NPC317030
Remote Similarity	0.5856	NPC223223
Remote Similarity	0.5855	NPC314394
Remote Similarity	0.5855	NPC233936
Remote Similarity	0.5853	NPC219313
Remote Similarity	0.5853	NPC309832
Remote Similarity	0.5852	NPC471564
Remote Similarity	0.5851	NPC133366
Remote Similarity	0.5849	NPC30540
Remote Similarity	0.5833	NPC21448
Remote Similarity	0.5833	NPC107374
Remote Similarity	0.5833	NPC156461
Remote Similarity	0.583	NPC471609
Remote Similarity	0.5823	NPC474707
Remote Similarity	0.5821	NPC477795
Remote Similarity	0.5821	NPC477796
Remote Similarity	0.5821	NPC477806
Remote Similarity	0.5821	NPC477805
Remote Similarity	0.5816	NPC95783
Remote Similarity	0.5814	NPC229974
Remote Similarity	0.5814	NPC314152
Remote Similarity	0.581	NPC250835
Remote Similarity	0.5806	NPC164665
Remote Similarity	0.5806	NPC475288
Remote Similarity	0.5802	NPC229332
Remote Similarity	0.5792	NPC313884
Remote Similarity	0.5792	NPC98371
Remote Similarity	0.5789	NPC33382
Remote Similarity	0.5788	NPC476493
Remote Similarity	0.5785	NPC224076
Remote Similarity	0.5781	NPC163421
Remote Similarity	0.5781	NPC188387
Remote Similarity	0.5781	NPC308906
Remote Similarity	0.5779	NPC89987
Remote Similarity	0.5777	NPC5145
Remote Similarity	0.5776	NPC472586
Remote Similarity	0.5776	NPC329688
Remote Similarity	0.5776	NPC189812
Remote Similarity	0.5774	NPC472289
Remote Similarity	0.5773	NPC150853
Remote Similarity	0.5771	NPC54744
Remote Similarity	0.5769	NPC2497
Remote Similarity	0.5768	NPC471614
Remote Similarity	0.5763	NPC477175
Remote Similarity	0.5763	NPC19679
Remote Similarity	0.5763	NPC470729
Remote Similarity	0.5763	NPC470730
Remote Similarity	0.5763	NPC477176
Remote Similarity	0.5761	NPC472843
Remote Similarity	0.5749	NPC155143
Remote Similarity	0.5748	NPC296437
Remote Similarity	0.5746	NPC469813
Remote Similarity	0.5746	NPC81175
Remote Similarity	0.5746	NPC476446
Remote Similarity	0.5746	NPC78375
Remote Similarity	0.5742	NPC473310
Remote Similarity	0.5741	NPC475859
Remote Similarity	0.5741	NPC477177
Remote Similarity	0.5741	NPC474877
Remote Similarity	0.5741	NPC475969
Remote Similarity	0.5733	NPC472123
Remote Similarity	0.5733	NPC195140
Remote Similarity	0.5726	NPC293472
Remote Similarity	0.5725	NPC472027
Remote Similarity	0.5721	NPC209525
Remote Similarity	0.5721	NPC317821
Remote Similarity	0.5721	NPC161659
Remote Similarity	0.5721	NPC470508
Remote Similarity	0.572	NPC165743
Remote Similarity	0.572	NPC302191
Remote Similarity	0.5714	NPC149708
Remote Similarity	0.5714	NPC15102
Remote Similarity	0.5714	NPC222174
Remote Similarity	0.5709	NPC103687
Remote Similarity	0.5709	NPC475506
Remote Similarity	0.5709	NPC132631
Remote Similarity	0.5708	NPC230805
Remote Similarity	0.5704	NPC477633
Remote Similarity	0.5702	NPC472443
Remote Similarity	0.5698	NPC63279
Remote Similarity	0.5696	NPC48938
Remote Similarity	0.5695	NPC212551
Remote Similarity	0.5695	NPC302778
Remote Similarity	0.5692	NPC242923
Remote Similarity	0.5691	NPC100321
Remote Similarity	0.5689	NPC120070
Remote Similarity	0.5688	NPC476521
Remote Similarity	0.5687	NPC6215
Remote Similarity	0.5684	NPC189261
Remote Similarity	0.5683	NPC477591
Remote Similarity	0.5682	NPC476451
Remote Similarity	0.5681	NPC281049
Remote Similarity	0.5678	NPC15840
Remote Similarity	0.5677	NPC297642
Remote Similarity	0.5676	NPC185991
Remote Similarity	0.5676	NPC85689
Remote Similarity	0.5676	NPC211025
Remote Similarity	0.5674	NPC129756
Remote Similarity	0.5671	NPC317430
Remote Similarity	0.5671	NPC290959
Remote Similarity	0.567	NPC174802
Remote Similarity	0.5668	NPC476528
Remote Similarity	0.5668	NPC476433
Remote Similarity	0.5668	NPC470497
Remote Similarity	0.5667	NPC119700
Remote Similarity	0.5665	NPC314603
Remote Similarity	0.5665	NPC237978
Remote Similarity	0.5654	NPC192270
Remote Similarity	0.5652	NPC475422
Remote Similarity	0.565	NPC207633
Remote Similarity	0.565	NPC473640
Remote Similarity	0.565	NPC472816
Remote Similarity	0.565	NPC321814
Remote Similarity	0.5648	NPC470266
Remote Similarity	0.5647	NPC229348
Remote Similarity	0.5647	NPC473757
Remote Similarity	0.5647	NPC63109
Remote Similarity	0.5642	NPC474986
Remote Similarity	0.5642	NPC476013
Remote Similarity	0.5642	NPC476522
Remote Similarity	0.5642	NPC477114
Remote Similarity	0.564	NPC473376
Remote Similarity	0.564	NPC470500
Remote Similarity	0.564	NPC475070
Remote Similarity	0.5636	NPC476408
Remote Similarity	0.5635	NPC87755
Remote Similarity	0.5631	NPC472842
Remote Similarity	0.563	NPC472444
Remote Similarity	0.5628	NPC54988
Remote Similarity	0.5628	NPC160105
Remote Similarity	0.5628	NPC474561
Remote Similarity	0.5628	NPC474767
Remote Similarity	0.5628	NPC49954
Remote Similarity	0.5627	NPC74619
Remote Similarity	0.5625	NPC164952

Drug Structure

NPD3849 OpenBabel08211704332D 35 39 0 0 1 0 0 0 0 0999 V2000 -5.9575 1.3166 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 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3305 2.6303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 2.5827 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 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4644 2.1303 0.0000 C 0 0 2 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 -1.7213 1.4612 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.1280 0.5477 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.1226 0.6522 0.0000 C 0 0 1 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 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2299 1.1933 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 -3.3305 1.6303 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1962 4.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -5.0581 1.7537 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 2.4781 0.0000 N 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 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 1.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6280 -0.3184 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7917 -0.0909 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3011 0.1958 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1280 -1.1844 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4827 -1.0420 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2005 -0.2412 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 9 1 0 0 0 0 4 10 2 0 0 0 0 5 9 2 0 0 0 0 5 10 1 0 0 0 0 6 11 1 0 0 0 0 6 20 1 0 0 0 0 7 9 1 0 0 0 0 7 24 1 0 0 0 0 8 25 2 0 0 0 0 8 28 1 0 0 0 0 10 21 1 0 0 0 0 11 13 1 0 0 0 0 11 20 1 1 0 0 0 12 16 2 0 0 0 0 12 17 1 0 0 0 0 12 25 1 0 0 0 0 13 14 1 0 0 0 0 13 28 1 1 0 0 0 14 15 1 0 0 0 0 14 29 1 6 0 0 0 15 20 1 6 0 0 0 15 30 1 0 0 0 0 16 24 1 0 0 0 0 16 26 1 0 0 0 0 17 27 2 0 0 0 0 17 28 1 0 0 0 0 18 23 2 3 0 0 0 18 31 1 0 0 0 0 19 22 1 0 0 0 0 19 26 2 0 0 0 0 19 27 1 0 0 0 0 20 18 1 1 0 0 0 24 32 1 0 0 0 0 29 33 1 0 0 0 0 30 34 1 0 0 0 0 31 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000174
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11248240
ChEBI
CAS Number

Drug Properties

Molecular Weight	462.10
ALogP	-1.0938
MLogP	2.45
XLogP	2.135
HDA	9
HBD	4
Rotatable Bonds	11
TPSA	128.68
RO5 Violation	0