NPASS drugs

Drug Information

Drug ID:	NPD5171
Drug Name:
Molecular Formula:	C22H28ClN5O3S
Canonical SMILES:	CC[C@@H](Nc1ccnc2c1ncn2[C@@H]1C[C@@H]([C@H]([C@H]1O)O)C(=NCC)O)Cc1sccc1Cl
Standard InCHI:	InChI=1S/C22H28ClN5O3S/c1-3-12(9-17-14(23)6-8-32-17)27-15-5-7-25-21-18(15)26-11-28(21)16-10-13(19(29)20(16)30)22(31)24-4-2/h5-8,11-13,16,19-20,29-30H,3-4,9-10H2,1-2H3,(H,24,31)(H,25,27)/t12-,13+,16-,19-,20+/m1/s1
Standard InCHIKey:	DNPNXAXAKNFJDD-GFOALDQYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5171

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	458
0.1-0.2	7557
0.2-0.3	17262
0.3-0.4	2560
0.4-0.5	1927
0.5-0.6	1070
0.6-0.7	55
0.7-0.8	1
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	0.7033	NPC107160
Remote Similarity	0.6948	NPC21461
Remote Similarity	0.6816	NPC250178
Remote Similarity	0.6746	NPC160666
Remote Similarity	0.6705	NPC39092
Remote Similarity	0.6629	NPC150447
Remote Similarity	0.6602	NPC158055
Remote Similarity	0.656	NPC93365
Remote Similarity	0.65	NPC469308
Remote Similarity	0.6445	NPC69843
Remote Similarity	0.6415	NPC314774
Remote Similarity	0.6415	NPC315126
Remote Similarity	0.6404	NPC317054
Remote Similarity	0.6335	NPC238945
Remote Similarity	0.6327	NPC168702
Remote Similarity	0.6327	NPC125659
Remote Similarity	0.6306	NPC195140
Remote Similarity	0.627	NPC79386
Remote Similarity	0.625	NPC130570
Remote Similarity	0.6245	NPC63279
Remote Similarity	0.6231	NPC324815
Remote Similarity	0.6221	NPC297642
Remote Similarity	0.6215	NPC282247
Remote Similarity	0.6203	NPC313514
Remote Similarity	0.62	NPC320968
Remote Similarity	0.6179	NPC103388
Remote Similarity	0.6178	NPC476492
Remote Similarity	0.6146	NPC477633
Remote Similarity	0.6145	NPC165743
Remote Similarity	0.6145	NPC314957
Remote Similarity	0.6135	NPC54981
Remote Similarity	0.6134	NPC477418
Remote Similarity	0.6134	NPC477420
Remote Similarity	0.6125	NPC478030
Remote Similarity	0.6111	NPC471603
Remote Similarity	0.6082	NPC171393
Remote Similarity	0.6082	NPC295452
Remote Similarity	0.6081	NPC328479
Remote Similarity	0.6069	NPC477175
Remote Similarity	0.6069	NPC470729
Remote Similarity	0.6069	NPC470730
Remote Similarity	0.6069	NPC477176
Remote Similarity	0.6065	NPC41982
Remote Similarity	0.605	NPC62510
Remote Similarity	0.6047	NPC471506
Remote Similarity	0.6046	NPC475859
Remote Similarity	0.6046	NPC474877
Remote Similarity	0.6046	NPC475969
Remote Similarity	0.6046	NPC477177
Remote Similarity	0.6044	NPC239737
Remote Similarity	0.6042	NPC472289
Remote Similarity	0.6035	NPC477634
Remote Similarity	0.6034	NPC163055
Remote Similarity	0.6016	NPC71238
Remote Similarity	0.6009	NPC207633
Remote Similarity	0.6	NPC64216
Remote Similarity	0.5992	NPC233936
Remote Similarity	0.5983	NPC313897
Remote Similarity	0.5983	NPC49051
Remote Similarity	0.5977	NPC19170
Remote Similarity	0.5975	NPC141377
Remote Similarity	0.5966	NPC472109
Remote Similarity	0.5966	NPC472110
Remote Similarity	0.5961	NPC54744
Remote Similarity	0.5956	NPC469975
Remote Similarity	0.5946	NPC136349
Remote Similarity	0.5944	NPC155143
Remote Similarity	0.5932	NPC110151
Remote Similarity	0.5931	NPC325906
Remote Similarity	0.5922	NPC314056
Remote Similarity	0.5917	NPC188387
Remote Similarity	0.5917	NPC15102
Remote Similarity	0.5917	NPC163421
Remote Similarity	0.5913	NPC166492
Remote Similarity	0.5913	NPC473362
Remote Similarity	0.5912	NPC471564
Remote Similarity	0.5909	NPC156003
Remote Similarity	0.5909	NPC297862
Remote Similarity	0.5904	NPC475506
Remote Similarity	0.5902	NPC89987
Remote Similarity	0.5896	NPC478028
Remote Similarity	0.5891	NPC267811
Remote Similarity	0.5889	NPC478011
Remote Similarity	0.5889	NPC478012
Remote Similarity	0.5887	NPC469813
Remote Similarity	0.5887	NPC324484
Remote Similarity	0.5887	NPC476446
Remote Similarity	0.5887	NPC100321
Remote Similarity	0.5887	NPC78375
Remote Similarity	0.5882	NPC164228
Remote Similarity	0.5868	NPC314176
Remote Similarity	0.5866	NPC162860
Remote Similarity	0.5865	NPC248454
Remote Similarity	0.5862	NPC33382
Remote Similarity	0.586	NPC478013
Remote Similarity	0.5859	NPC31385
Remote Similarity	0.5859	NPC110602
Remote Similarity	0.5859	NPC75726
Remote Similarity	0.5855	NPC222174
Remote Similarity	0.5852	NPC478029
Remote Similarity	0.5851	NPC140284
Remote Similarity	0.5851	NPC75609
Remote Similarity	0.585	NPC323927
Remote Similarity	0.5848	NPC476493
Remote Similarity	0.5847	NPC265576
Remote Similarity	0.5847	NPC473640
Remote Similarity	0.584	NPC133261
Remote Similarity	0.584	NPC54537
Remote Similarity	0.5837	NPC229348
Remote Similarity	0.5833	NPC473376
Remote Similarity	0.5827	NPC116555
Remote Similarity	0.5826	NPC474707
Remote Similarity	0.5824	NPC316756
Remote Similarity	0.5823	NPC189261
Remote Similarity	0.5823	NPC474767
Remote Similarity	0.5821	NPC63109
Remote Similarity	0.582	NPC95783
Remote Similarity	0.5819	NPC40779
Remote Similarity	0.5817	NPC476817
Remote Similarity	0.5816	NPC314491
Remote Similarity	0.5814	NPC250835
Remote Similarity	0.5813	NPC474177
Remote Similarity	0.5812	NPC56271
Remote Similarity	0.5805	NPC314603
Remote Similarity	0.5804	NPC107077
Remote Similarity	0.5804	NPC223791
Remote Similarity	0.5802	NPC204565
Remote Similarity	0.5802	NPC310118
Remote Similarity	0.5802	NPC317030
Remote Similarity	0.5798	NPC326575
Remote Similarity	0.5794	NPC143325
Remote Similarity	0.5793	NPC178664
Remote Similarity	0.5792	NPC470731
Remote Similarity	0.5792	NPC472027
Remote Similarity	0.5792	NPC470732
Remote Similarity	0.5787	NPC54420
Remote Similarity	0.5785	NPC269827
Remote Similarity	0.5781	NPC5145
Remote Similarity	0.5779	NPC65215
Remote Similarity	0.5779	NPC327095
Remote Similarity	0.5779	NPC173028
Remote Similarity	0.5779	NPC213629
Remote Similarity	0.5779	NPC312942
Remote Similarity	0.5776	NPC470203
Remote Similarity	0.5774	NPC153467
Remote Similarity	0.5769	NPC160105
Remote Similarity	0.5769	NPC477114
Remote Similarity	0.5768	NPC48938
Remote Similarity	0.5768	NPC139291
Remote Similarity	0.5768	NPC472108
Remote Similarity	0.5764	NPC120070
Remote Similarity	0.5758	NPC40455
Remote Similarity	0.5756	NPC24594
Remote Similarity	0.5756	NPC472122
Remote Similarity	0.5751	NPC474217
Remote Similarity	0.5748	NPC475288
Remote Similarity	0.5747	NPC281049
Remote Similarity	0.5747	NPC149014
Remote Similarity	0.5747	NPC473310
Remote Similarity	0.5745	NPC74619
Remote Similarity	0.5743	NPC272483
Remote Similarity	0.574	NPC189068
Remote Similarity	0.5738	NPC314557
Remote Similarity	0.5738	NPC313730
Remote Similarity	0.5737	NPC470497
Remote Similarity	0.5736	NPC98371
Remote Similarity	0.5736	NPC313884
Remote Similarity	0.5736	NPC75634
Remote Similarity	0.5733	NPC470204
Remote Similarity	0.5732	NPC59269
Remote Similarity	0.5731	NPC251936
Remote Similarity	0.5726	NPC314394
Remote Similarity	0.5726	NPC133366
Remote Similarity	0.5726	NPC294693
Remote Similarity	0.572	NPC253987
Remote Similarity	0.572	NPC149708
Remote Similarity	0.5719	NPC477630
Remote Similarity	0.5719	NPC477635
Remote Similarity	0.5714	NPC309832
Remote Similarity	0.5714	NPC471614
Remote Similarity	0.5714	NPC60006
Remote Similarity	0.5714	NPC219313
Remote Similarity	0.5709	NPC173344
Remote Similarity	0.5709	NPC472285
Remote Similarity	0.5709	NPC477806
Remote Similarity	0.5709	NPC477805
Remote Similarity	0.5709	NPC477796
Remote Similarity	0.5709	NPC470500
Remote Similarity	0.5709	NPC197881
Remote Similarity	0.5709	NPC477795
Remote Similarity	0.5708	NPC71079
Remote Similarity	0.5702	NPC49217
Remote Similarity	0.5702	NPC49954
Remote Similarity	0.5702	NPC471609
Remote Similarity	0.5702	NPC474561
Remote Similarity	0.5702	NPC54988
Remote Similarity	0.5699	NPC242872
Remote Similarity	0.5699	NPC263117
Remote Similarity	0.5699	NPC125181
Remote Similarity	0.5697	NPC293917

Drug Structure

NPD5171 OpenBabel08211706322D 36 39 0 0 1 0 0 0 0 0999 V2000 2.4752 -2.3309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6740 2.0874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 -1.3309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6958 2.2953 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6559 -0.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1559 0.3716 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2072 -1.3309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3849 1.1215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 -0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 -0.8309 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.3794 1.0169 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.9868 -1.2376 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.0733 -0.8309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5873 0.0388 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7213 -0.4612 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7431 0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0485 1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1947 -2.2158 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -4.0267 1.5522 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 1.4013 -0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 0.1691 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 -3.5009 -0.3680 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6168 -1.4557 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7395 2.7111 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1778 0.1637 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.2072 0.6691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3099 0.2198 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4258 -2.0435 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4087 3.4543 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 4 24 1 0 0 0 0 5 7 2 0 0 0 0 5 15 1 0 0 0 0 6 8 2 0 0 0 0 6 14 1 0 0 0 0 7 25 1 0 0 0 0 8 32 1 0 0 0 0 9 12 1 0 0 0 0 9 17 1 0 0 0 0 10 13 1 0 0 0 0 11 26 2 0 0 0 0 11 28 1 0 0 0 0 12 3 1 1 0 0 0 12 27 1 0 0 0 0 13 19 1 0 0 0 0 13 22 1 1 0 0 0 14 17 2 0 0 0 0 14 23 1 0 0 0 0 15 18 2 0 0 0 0 15 27 1 0 0 0 0 16 10 1 1 0 0 0 16 20 1 0 0 0 0 16 28 1 0 0 0 0 17 32 1 0 0 0 0 18 21 1 0 0 0 0 18 26 1 0 0 0 0 19 20 1 0 0 0 0 19 29 1 6 0 0 0 20 30 1 6 0 0 0 21 25 2 0 0 0 0 21 28 1 0 0 0 0 22 24 2 3 0 0 0 22 31 1 0 0 0 0 27 33 1 0 0 0 0 29 34 1 0 0 0 0 30 35 1 0 0 0 0 31 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015420
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	477.16
ALogP	-0.0178
MLogP	2.78
XLogP	3.006
HDA	8
HBD	4
Rotatable Bonds	14
TPSA	144.03
RO5 Violation	0