NPASS drugs

Drug Information

Drug ID:	NPD6170
Drug Name:	Bentamapimod
Molecular Formula:	C25H23N5O2S
Canonical SMILES:	N#CC(c1nc2c(s1)cccc2)c1ccnc(n1)OCc1ccc(cc1)CN1CCOCC1
Standard InCHI:	InChI=1S/C25H23N5O2S/c26-15-20(24-28-22-3-1-2-4-23(22)33-24)21-9-10-27-25(29-21)32-17-19-7-5-18(6-8-19)16-30-11-13-31-14-12-30/h1-10,20H,11-14,16-17H2
Standard InCHIKey:	XCPPIJCBCWUBNT-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6170

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	614
0.1-0.2	5411
0.2-0.3	11603
0.3-0.4	9469
0.4-0.5	2133
0.5-0.6	1592
0.6-0.7	68
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	0.6727	NPC472289
Remote Similarity	0.6627	NPC39092
Remote Similarity	0.6434	NPC153467
Remote Similarity	0.6432	NPC77022
Remote Similarity	0.6407	NPC469308
Remote Similarity	0.6405	NPC216221
Remote Similarity	0.6396	NPC284559
Remote Similarity	0.6375	NPC173344
Remote Similarity	0.6352	NPC130570
Remote Similarity	0.6349	NPC149014
Remote Similarity	0.6347	NPC150048
Remote Similarity	0.6347	NPC203754
Remote Similarity	0.6341	NPC107160
Remote Similarity	0.6323	NPC284678
Remote Similarity	0.6313	NPC164664
Remote Similarity	0.631	NPC30540
Remote Similarity	0.6301	NPC103687
Remote Similarity	0.6301	NPC132631
Remote Similarity	0.6265	NPC21461
Remote Similarity	0.6261	NPC164228
Remote Similarity	0.6261	NPC147810
Remote Similarity	0.6245	NPC198673
Remote Similarity	0.6239	NPC254762
Remote Similarity	0.6236	NPC150447
Remote Similarity	0.6233	NPC477891
Remote Similarity	0.6211	NPC224327
Remote Similarity	0.6207	NPC168911
Remote Similarity	0.62	NPC160666
Remote Similarity	0.6192	NPC56271
Remote Similarity	0.619	NPC24802
Remote Similarity	0.6182	NPC208060
Remote Similarity	0.6171	NPC211997
Remote Similarity	0.6151	NPC41982
Remote Similarity	0.6141	NPC471603
Remote Similarity	0.6137	NPC239954
Remote Similarity	0.6136	NPC105758
Remote Similarity	0.6136	NPC476686
Remote Similarity	0.6136	NPC476688
Remote Similarity	0.6126	NPC134586
Remote Similarity	0.6122	NPC250178
Remote Similarity	0.6114	NPC134079
Remote Similarity	0.61	NPC242923
Remote Similarity	0.6089	NPC144114
Remote Similarity	0.6083	NPC224632
Remote Similarity	0.6081	NPC317054
Remote Similarity	0.6076	NPC475774
Remote Similarity	0.6076	NPC143325
Remote Similarity	0.605	NPC47059
Remote Similarity	0.605	NPC165349
Remote Similarity	0.605	NPC264166
Remote Similarity	0.605	NPC327592
Remote Similarity	0.605	NPC274291
Remote Similarity	0.605	NPC118832
Remote Similarity	0.605	NPC329708
Remote Similarity	0.6048	NPC253987
Remote Similarity	0.6045	NPC278874
Remote Similarity	0.6044	NPC168486
Remote Similarity	0.6044	NPC222592
Remote Similarity	0.6044	NPC249662
Remote Similarity	0.6043	NPC287437
Remote Similarity	0.6028	NPC161108
Remote Similarity	0.6026	NPC206251
Remote Similarity	0.6026	NPC74382
Remote Similarity	0.6025	NPC317373
Remote Similarity	0.6023	NPC316756
Remote Similarity	0.6009	NPC49051
Remote Similarity	0.6	NPC251936
Remote Similarity	0.6	NPC472027
Remote Similarity	0.5992	NPC314954
Remote Similarity	0.5992	NPC315822
Remote Similarity	0.5992	NPC308906
Remote Similarity	0.5991	NPC48938
Remote Similarity	0.5984	NPC473757
Remote Similarity	0.5983	NPC285558
Remote Similarity	0.5982	NPC56618
Remote Similarity	0.5968	NPC116622
Remote Similarity	0.5966	NPC473178
Remote Similarity	0.5961	NPC470889
Remote Similarity	0.5958	NPC323345
Remote Similarity	0.5958	NPC470164
Remote Similarity	0.5957	NPC267928
Remote Similarity	0.5943	NPC318299
Remote Similarity	0.5941	NPC287895
Remote Similarity	0.5935	NPC170114
Remote Similarity	0.5932	NPC212213
Remote Similarity	0.5926	NPC167860
Remote Similarity	0.5926	NPC123976
Remote Similarity	0.5922	NPC469554
Remote Similarity	0.5922	NPC101543
Remote Similarity	0.5921	NPC163055
Remote Similarity	0.592	NPC216612
Remote Similarity	0.5918	NPC317752
Remote Similarity	0.5917	NPC214827
Remote Similarity	0.5917	NPC314930
Remote Similarity	0.5909	NPC472031
Remote Similarity	0.5909	NPC472066
Remote Similarity	0.5909	NPC472067
Remote Similarity	0.5907	NPC476582
Remote Similarity	0.5907	NPC4071
Remote Similarity	0.5907	NPC476578
Remote Similarity	0.5907	NPC471614
Remote Similarity	0.5902	NPC208284
Remote Similarity	0.5902	NPC124636
Remote Similarity	0.59	NPC477796
Remote Similarity	0.59	NPC477806
Remote Similarity	0.59	NPC477795
Remote Similarity	0.59	NPC477805
Remote Similarity	0.5898	NPC180504
Remote Similarity	0.5894	NPC470549
Remote Similarity	0.5894	NPC472068
Remote Similarity	0.5885	NPC248454
Remote Similarity	0.5878	NPC193370
Remote Similarity	0.587	NPC62510
Remote Similarity	0.5868	NPC313189
Remote Similarity	0.5868	NPC243850
Remote Similarity	0.5865	NPC265576
Remote Similarity	0.5862	NPC171393
Remote Similarity	0.5862	NPC295452
Remote Similarity	0.5861	NPC290689
Remote Similarity	0.5861	NPC123839
Remote Similarity	0.5851	NPC36229
Remote Similarity	0.5851	NPC476581
Remote Similarity	0.5851	NPC470500
Remote Similarity	0.5851	NPC16452
Remote Similarity	0.5848	NPC158129
Remote Similarity	0.5844	NPC475024
Remote Similarity	0.5844	NPC66699
Remote Similarity	0.5844	NPC287208
Remote Similarity	0.584	NPC123395
Remote Similarity	0.5837	NPC97367
Remote Similarity	0.5833	NPC328596
Remote Similarity	0.5833	NPC328318
Remote Similarity	0.5833	NPC314774
Remote Similarity	0.5833	NPC315126
Remote Similarity	0.583	NPC329541
Remote Similarity	0.5827	NPC475258
Remote Similarity	0.5822	NPC111624
Remote Similarity	0.5817	NPC471506
Remote Similarity	0.5816	NPC19872
Remote Similarity	0.5815	NPC59269
Remote Similarity	0.5813	NPC202768
Remote Similarity	0.5813	NPC118940
Remote Similarity	0.5813	NPC53069
Remote Similarity	0.5813	NPC296482
Remote Similarity	0.5811	NPC471178
Remote Similarity	0.581	NPC125597
Remote Similarity	0.581	NPC19170
Remote Similarity	0.5809	NPC476138
Remote Similarity	0.5809	NPC245816
Remote Similarity	0.5808	NPC233936
Remote Similarity	0.5802	NPC135549
Remote Similarity	0.5802	NPC175916
Remote Similarity	0.5801	NPC15102
Remote Similarity	0.5801	NPC473189
Remote Similarity	0.58	NPC193267
Remote Similarity	0.58	NPC213530
Remote Similarity	0.5796	NPC5145
Remote Similarity	0.5796	NPC469938
Remote Similarity	0.5794	NPC188104
Remote Similarity	0.5794	NPC230805
Remote Similarity	0.5792	NPC124542
Remote Similarity	0.5792	NPC471177
Remote Similarity	0.5792	NPC59779
Remote Similarity	0.5792	NPC273714
Remote Similarity	0.5789	NPC282247
Remote Similarity	0.5787	NPC475338
Remote Similarity	0.5787	NPC40070
Remote Similarity	0.5787	NPC909
Remote Similarity	0.5787	NPC2497
Remote Similarity	0.5785	NPC470505
Remote Similarity	0.5785	NPC49217
Remote Similarity	0.5783	NPC161143
Remote Similarity	0.5781	NPC470730
Remote Similarity	0.5781	NPC477175
Remote Similarity	0.5781	NPC115595
Remote Similarity	0.5779	NPC314957
Remote Similarity	0.5779	NPC476465
Remote Similarity	0.5779	NPC477111
Remote Similarity	0.5779	NPC266249
Remote Similarity	0.5775	NPC141053
Remote Similarity	0.5775	NPC471323
Remote Similarity	0.5775	NPC63279
Remote Similarity	0.5774	NPC324815
Remote Similarity	0.5774	NPC313421
Remote Similarity	0.5774	NPC471891
Remote Similarity	0.5771	NPC472122
Remote Similarity	0.5771	NPC24594
Remote Similarity	0.5769	NPC95783
Remote Similarity	0.5768	NPC182507
Remote Similarity	0.5768	NPC193761
Remote Similarity	0.5767	NPC321617
Remote Similarity	0.5761	NPC238457
Remote Similarity	0.5761	NPC472111
Remote Similarity	0.5761	NPC475288
Remote Similarity	0.576	NPC470233
Remote Similarity	0.5759	NPC63751
Remote Similarity	0.5759	NPC475969
Remote Similarity	0.5759	NPC475859
Remote Similarity	0.5759	NPC24990
Remote Similarity	0.5753	NPC297642

Drug Structure

NPD6170 OpenBabel08211709092D 33 37 0 0 1 0 0 0 0 0999 V2000 -4.3147 -4.0685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8147 -3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -4.0685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3147 -2.3364 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 3.4641 3.0000 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 2.5981 2.5000 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 -1.7321 1.0000 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 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 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 5.1962 3.0000 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 4.3301 2.5000 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 -0.8660 -1.5000 0.0000 C 0 0 3 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 -2.8147 -3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -2.3364 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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 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 -1.8366 -2.9945 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 6.0622 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 O 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 -2.6456 -1.5933 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 22 2 0 0 0 0 4 23 2 0 0 0 0 5 7 1 0 0 0 0 5 18 2 0 0 0 0 6 8 2 0 0 0 0 6 18 1 0 0 0 0 7 19 2 0 0 0 0 8 19 1 0 0 0 0 9 10 2 0 0 0 0 9 21 1 0 0 0 0 10 27 1 0 0 0 0 11 13 1 0 0 0 0 11 30 1 0 0 0 0 12 14 1 0 0 0 0 12 30 1 0 0 0 0 13 31 1 0 0 0 0 14 31 1 0 0 0 0 15 20 1 0 0 0 0 15 26 3 0 0 0 0 16 18 1 0 0 0 0 16 30 1 0 0 0 0 17 19 1 0 0 0 0 17 32 1 0 0 0 0 20 21 1 0 0 0 0 20 24 1 0 0 0 0 21 29 2 0 0 0 0 22 23 1 0 0 0 0 22 28 1 0 0 0 0 23 33 1 0 0 0 0 24 28 2 0 0 0 0 24 33 1 0 0 0 0 25 27 2 0 0 0 0 25 29 1 0 0 0 0 25 32 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	457.16
ALogP	0.2552
MLogP	3.33
XLogP	3.536
HDA	6
HBD	0
Rotatable Bonds	7
TPSA	112.4
RO5 Violation	0