NPASS drugs

Drug Information

Drug ID:	NPD4860
Drug Name:
Molecular Formula:	C22H18BrN3O2
Canonical SMILES:	Brc1ccc(cc1)NC(=O)N1N=C([C@@H]([C@H]1c1ccccc1)c1ccccc1)O
Standard InCHI:	InChI=1S/C22H18BrN3O2/c23-17-11-13-18(14-12-17)24-22(28)26-20(16-9-5-2-6-10-16)19(21(27)25-26)15-7-3-1-4-8-15/h1-14,19-20H,(H,24,28)(H,25,27)/t19-,20-/m1/s1
Standard InCHIKey:	LMUQHXHWJWQXSD-WOJBJXKFSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4860

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	265
0.1-0.2	1506
0.2-0.3	10537
0.3-0.4	12875
0.4-0.5	3935
0.5-0.6	1709
0.6-0.7	63
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	0.6743	NPC68650
Remote Similarity	0.6708	NPC476687
Remote Similarity	0.6708	NPC476685
Remote Similarity	0.6708	NPC476689
Remote Similarity	0.6545	NPC267508
Remote Similarity	0.65	NPC109447
Remote Similarity	0.6471	NPC470550
Remote Similarity	0.6402	NPC307396
Remote Similarity	0.6374	NPC472103
Remote Similarity	0.6358	NPC254798
Remote Similarity	0.6325	NPC184437
Remote Similarity	0.6321	NPC276430
Remote Similarity	0.631	NPC287358
Remote Similarity	0.6258	NPC205652
Remote Similarity	0.6237	NPC243716
Remote Similarity	0.6216	NPC355
Remote Similarity	0.6205	NPC477167
Remote Similarity	0.6205	NPC473342
Remote Similarity	0.6183	NPC64055
Remote Similarity	0.6183	NPC288074
Remote Similarity	0.6178	NPC147957
Remote Similarity	0.6175	NPC195507
Remote Similarity	0.6154	NPC476231
Remote Similarity	0.6136	NPC109787
Remote Similarity	0.6133	NPC471122
Remote Similarity	0.6124	NPC117032
Remote Similarity	0.6117	NPC225857
Remote Similarity	0.6114	NPC264589
Remote Similarity	0.6102	NPC318086
Remote Similarity	0.6094	NPC472294
Remote Similarity	0.6092	NPC311330
Remote Similarity	0.6087	NPC471124
Remote Similarity	0.608	NPC212799
Remote Similarity	0.6077	NPC222029
Remote Similarity	0.607	NPC106771
Remote Similarity	0.607	NPC23420
Remote Similarity	0.607	NPC303820
Remote Similarity	0.607	NPC205254
Remote Similarity	0.6069	NPC472241
Remote Similarity	0.6067	NPC178681
Remote Similarity	0.6066	NPC472121
Remote Similarity	0.6049	NPC472538
Remote Similarity	0.6047	NPC243162
Remote Similarity	0.6045	NPC300596
Remote Similarity	0.6045	NPC237649
Remote Similarity	0.6042	NPC256288
Remote Similarity	0.6041	NPC477166
Remote Similarity	0.6041	NPC304187
Remote Similarity	0.604	NPC94211
Remote Similarity	0.604	NPC475935
Remote Similarity	0.604	NPC52909
Remote Similarity	0.6038	NPC192209
Remote Similarity	0.6033	NPC476118
Remote Similarity	0.6029	NPC470505
Remote Similarity	0.6023	NPC472100
Remote Similarity	0.6022	NPC317430
Remote Similarity	0.6022	NPC63751
Remote Similarity	0.6011	NPC472102
Remote Similarity	0.6011	NPC309531
Remote Similarity	0.601	NPC2933
Remote Similarity	0.6	NPC2165
Remote Similarity	0.6	NPC252794
Remote Similarity	0.6	NPC225400
Remote Similarity	0.5989	NPC469428
Remote Similarity	0.5989	NPC104345
Remote Similarity	0.5988	NPC469560
Remote Similarity	0.5988	NPC475915
Remote Similarity	0.5987	NPC187036
Remote Similarity	0.5979	NPC470548
Remote Similarity	0.5979	NPC259626
Remote Similarity	0.5978	NPC289776
Remote Similarity	0.5978	NPC191863
Remote Similarity	0.5978	NPC133470
Remote Similarity	0.5971	NPC471155
Remote Similarity	0.5971	NPC470786
Remote Similarity	0.5969	NPC94174
Remote Similarity	0.5966	NPC472242
Remote Similarity	0.5964	NPC145754
Remote Similarity	0.5956	NPC276085
Remote Similarity	0.5954	NPC472243
Remote Similarity	0.5952	NPC471663
Remote Similarity	0.5949	NPC94752
Remote Similarity	0.5949	NPC473615
Remote Similarity	0.5947	NPC121903
Remote Similarity	0.5946	NPC189116
Remote Similarity	0.5942	NPC270241
Remote Similarity	0.5939	NPC474926
Remote Similarity	0.5934	NPC477157
Remote Similarity	0.5934	NPC477156
Remote Similarity	0.5934	NPC285469
Remote Similarity	0.5924	NPC143457
Remote Similarity	0.592	NPC262898
Remote Similarity	0.5918	NPC229484
Remote Similarity	0.5895	NPC329688
Remote Similarity	0.5895	NPC189812
Remote Similarity	0.5893	NPC314431
Remote Similarity	0.5892	NPC85651
Remote Similarity	0.5892	NPC176983
Remote Similarity	0.589	NPC71684
Remote Similarity	0.5889	NPC475763
Remote Similarity	0.5889	NPC66936
Remote Similarity	0.5888	NPC292675
Remote Similarity	0.5882	NPC474561
Remote Similarity	0.5882	NPC49954
Remote Similarity	0.5879	NPC317758
Remote Similarity	0.5876	NPC19679
Remote Similarity	0.5872	NPC471123
Remote Similarity	0.5871	NPC302790
Remote Similarity	0.5871	NPC179701
Remote Similarity	0.5869	NPC477114
Remote Similarity	0.5862	NPC315051
Remote Similarity	0.5862	NPC106118
Remote Similarity	0.586	NPC247987
Remote Similarity	0.5842	NPC242269
Remote Similarity	0.5842	NPC177261
Remote Similarity	0.5842	NPC472123
Remote Similarity	0.5842	NPC285622
Remote Similarity	0.5839	NPC313449
Remote Similarity	0.5833	NPC59269
Remote Similarity	0.5833	NPC2272
Remote Similarity	0.5829	NPC22082
Remote Similarity	0.5829	NPC186284
Remote Similarity	0.5824	NPC469760
Remote Similarity	0.5824	NPC469763
Remote Similarity	0.5824	NPC469765
Remote Similarity	0.5824	NPC232798
Remote Similarity	0.5824	NPC73952
Remote Similarity	0.5824	NPC25008
Remote Similarity	0.5824	NPC259644
Remote Similarity	0.5824	NPC469786
Remote Similarity	0.5819	NPC477890
Remote Similarity	0.5815	NPC469762
Remote Similarity	0.5813	NPC288232
Remote Similarity	0.5806	NPC37584
Remote Similarity	0.5806	NPC434
Remote Similarity	0.5806	NPC286871
Remote Similarity	0.5806	NPC79618
Remote Similarity	0.5806	NPC16667
Remote Similarity	0.5799	NPC214142
Remote Similarity	0.5799	NPC226662
Remote Similarity	0.5798	NPC160105
Remote Similarity	0.5793	NPC273830
Remote Similarity	0.5792	NPC211572
Remote Similarity	0.5792	NPC212376
Remote Similarity	0.5792	NPC75540
Remote Similarity	0.5792	NPC70922
Remote Similarity	0.5792	NPC80597
Remote Similarity	0.5789	NPC291610
Remote Similarity	0.5787	NPC116519
Remote Similarity	0.5786	NPC296163
Remote Similarity	0.5786	NPC314141
Remote Similarity	0.5784	NPC36495
Remote Similarity	0.5784	NPC6436
Remote Similarity	0.5781	NPC471743
Remote Similarity	0.5779	NPC471195
Remote Similarity	0.5779	NPC471196
Remote Similarity	0.5777	NPC471436
Remote Similarity	0.5775	NPC311276
Remote Similarity	0.5774	NPC476950
Remote Similarity	0.5773	NPC304307
Remote Similarity	0.5773	NPC34580
Remote Similarity	0.5773	NPC118559
Remote Similarity	0.5773	NPC124920
Remote Similarity	0.5773	NPC261251
Remote Similarity	0.5767	NPC248601
Remote Similarity	0.5764	NPC472541
Remote Similarity	0.5764	NPC472542
Remote Similarity	0.5761	NPC141353
Remote Similarity	0.5761	NPC315257
Remote Similarity	0.5761	NPC469785
Remote Similarity	0.5759	NPC314603
Remote Similarity	0.5759	NPC34508
Remote Similarity	0.5753	NPC279918
Remote Similarity	0.5753	NPC131718
Remote Similarity	0.5749	NPC295548
Remote Similarity	0.5748	NPC74969
Remote Similarity	0.5747	NPC100547
Remote Similarity	0.5746	NPC37548
Remote Similarity	0.5746	NPC473329
Remote Similarity	0.5745	NPC280864
Remote Similarity	0.5745	NPC471130
Remote Similarity	0.574	NPC259098
Remote Similarity	0.574	NPC197680
Remote Similarity	0.5739	NPC316811
Remote Similarity	0.5738	NPC471132
Remote Similarity	0.5737	NPC97343
Remote Similarity	0.5737	NPC194411
Remote Similarity	0.5736	NPC15102
Remote Similarity	0.5733	NPC311242
Remote Similarity	0.573	NPC211525
Remote Similarity	0.573	NPC153694
Remote Similarity	0.5729	NPC475097
Remote Similarity	0.5729	NPC248862
Remote Similarity	0.5722	NPC99632
Remote Similarity	0.5722	NPC474041
Remote Similarity	0.5722	NPC472101
Remote Similarity	0.5722	NPC282231
Remote Similarity	0.5722	NPC282339
Remote Similarity	0.5722	NPC472117
Remote Similarity	0.5722	NPC472120

Drug Structure

NPD4860 OpenBabel08211706322D 30 33 0 0 1 0 0 0 0 0999 V2000 3.6808 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2076 -1.7995 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 1.7024 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 2.2565 -2.1085 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4155 -0.8213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5134 -1.4394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6723 -0.1522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1701 1.5135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5714 0.4954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5823 0.7045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9836 -0.3136 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7213 -0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1646 1.4090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9890 -0.2091 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 1.2024 0.0000 C 0 0 2 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 0.1691 1.6092 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 -3.7524 2.2180 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 -1.0181 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 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 -0.0388 2.5873 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1810 -1.7226 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8080 -1.9316 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9898 2.8963 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 4 1 0 0 0 0 2 5 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 2 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 15 2 0 0 0 0 8 15 1 0 0 0 0 9 16 2 0 0 0 0 10 16 1 0 0 0 0 11 13 1 0 0 0 0 11 17 2 0 0 0 0 12 14 2 0 0 0 0 12 17 1 0 0 0 0 13 18 2 0 0 0 0 14 18 1 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 19 15 1 6 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 20 16 1 1 0 0 0 20 26 1 0 0 0 0 21 25 2 0 0 0 0 21 27 1 0 0 0 0 22 24 1 0 0 0 0 22 26 1 0 0 0 0 22 28 2 0 0 0 0 24 29 1 0 0 0 0 25 26 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000903
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6956374
ChEBI
CAS Number

Drug Properties

Molecular Weight	435.06
ALogP	-0.0156
MLogP	3.22
XLogP	8.544
HDA	5
HBD	2
Rotatable Bonds	7
TPSA	64.93
RO5 Violation	1