NPASS drugs

Drug Information

Drug ID:	NPD6772
Drug Name:
Molecular Formula:	C27H29N5O
Canonical SMILES:	Nc1ncnc2c1c(cn2C1CC(C1)CN1CCC1)c1cccc(c1)OCc1ccccc1
Standard InCHI:	InChI=1S/C27H29N5O/c28-26-25-24(21-8-4-9-23(14-21)33-17-19-6-2-1-3-7-19)16-32(27(25)30-18-29-26)22-12-20(13-22)15-31-10-5-11-31/h1-4,6-9,14,16,18,20,22H,5,10-13,15,17H2,(H2,28,29,30)
Standard InCHIKey:	AECDBHGVIIRMOI-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6772

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	546
0.1-0.2	3260
0.2-0.3	9510
0.3-0.4	7840
0.4-0.5	7036
0.5-0.6	2293
0.6-0.7	390
0.7-0.8	15
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	0.7602	NPC130570
Intermediate Similarity	0.7325	NPC160666
Intermediate Similarity	0.7227	NPC471603
Intermediate Similarity	0.721	NPC30540
Intermediate Similarity	0.7111	NPC308906
Intermediate Similarity	0.7104	NPC242923
Intermediate Similarity	0.707	NPC287437
Intermediate Similarity	0.7064	NPC285558
Intermediate Similarity	0.7059	NPC290689
Intermediate Similarity	0.7056	NPC115595
Intermediate Similarity	0.7048	NPC472289
Intermediate Similarity	0.7045	NPC476465
Intermediate Similarity	0.7027	NPC208284
Intermediate Similarity	0.7018	NPC475774
Intermediate Similarity	0.7005	NPC470474
Remote Similarity	0.6983	NPC56271
Remote Similarity	0.6981	NPC92111
Remote Similarity	0.6966	NPC180504
Remote Similarity	0.696	NPC250178
Remote Similarity	0.6959	NPC477019
Remote Similarity	0.6959	NPC176538
Remote Similarity	0.6948	NPC195268
Remote Similarity	0.6948	NPC133140
Remote Similarity	0.6942	NPC472031
Remote Similarity	0.6942	NPC472067
Remote Similarity	0.6942	NPC472066
Remote Similarity	0.6934	NPC76748
Remote Similarity	0.693	NPC473053
Remote Similarity	0.6926	NPC132631
Remote Similarity	0.6926	NPC103687
Remote Similarity	0.6887	NPC296527
Remote Similarity	0.6878	NPC470164
Remote Similarity	0.6878	NPC323345
Remote Similarity	0.6872	NPC51854
Remote Similarity	0.6849	NPC31930
Remote Similarity	0.6837	NPC307963
Remote Similarity	0.6835	NPC476582
Remote Similarity	0.6835	NPC476578
Remote Similarity	0.6835	NPC4071
Remote Similarity	0.6831	NPC9729
Remote Similarity	0.683	NPC167860
Remote Similarity	0.683	NPC123976
Remote Similarity	0.6816	NPC82548
Remote Similarity	0.6805	NPC477806
Remote Similarity	0.6805	NPC477796
Remote Similarity	0.6805	NPC477805
Remote Similarity	0.6805	NPC477795
Remote Similarity	0.6804	NPC329793
Remote Similarity	0.679	NPC472068
Remote Similarity	0.6787	NPC476138
Remote Similarity	0.6787	NPC245816
Remote Similarity	0.6773	NPC232727
Remote Similarity	0.6771	NPC313189
Remote Similarity	0.677	NPC26679
Remote Similarity	0.6763	NPC39092
Remote Similarity	0.6757	NPC16452
Remote Similarity	0.6757	NPC36229
Remote Similarity	0.6757	NPC475070
Remote Similarity	0.6757	NPC476581
Remote Similarity	0.674	NPC149471
Remote Similarity	0.674	NPC271215
Remote Similarity	0.6727	NPC329747
Remote Similarity	0.6727	NPC234197
Remote Similarity	0.6726	NPC472111
Remote Similarity	0.6723	NPC314954
Remote Similarity	0.6711	NPC470549
Remote Similarity	0.6709	NPC101543
Remote Similarity	0.6697	NPC251090
Remote Similarity	0.6696	NPC135549
Remote Similarity	0.6696	NPC53069
Remote Similarity	0.6696	NPC202768
Remote Similarity	0.6696	NPC296482
Remote Similarity	0.6682	NPC118832
Remote Similarity	0.6682	NPC329708
Remote Similarity	0.6682	NPC264166
Remote Similarity	0.6682	NPC274291
Remote Similarity	0.6682	NPC165349
Remote Similarity	0.6682	NPC47059
Remote Similarity	0.6681	NPC170114
Remote Similarity	0.6667	NPC476287
Remote Similarity	0.6639	NPC469554
Remote Similarity	0.6637	NPC185782
Remote Similarity	0.6637	NPC174758
Remote Similarity	0.6626	NPC295452
Remote Similarity	0.6626	NPC171393
Remote Similarity	0.6625	NPC295228
Remote Similarity	0.6623	NPC100079
Remote Similarity	0.6623	NPC171409
Remote Similarity	0.6623	NPC96405
Remote Similarity	0.6623	NPC23614
Remote Similarity	0.6612	NPC471614
Remote Similarity	0.661	NPC187145
Remote Similarity	0.6609	NPC17305
Remote Similarity	0.6608	NPC11464
Remote Similarity	0.6608	NPC188420
Remote Similarity	0.6608	NPC471304
Remote Similarity	0.6606	NPC289786
Remote Similarity	0.6605	NPC254762
Remote Similarity	0.6603	NPC317054
Remote Similarity	0.6595	NPC213530
Remote Similarity	0.6595	NPC193267
Remote Similarity	0.6595	NPC48317
Remote Similarity	0.6594	NPC266931
Remote Similarity	0.6585	NPC97367
Remote Similarity	0.6577	NPC315957
Remote Similarity	0.6577	NPC19872
Remote Similarity	0.6575	NPC280638
Remote Similarity	0.6564	NPC174672
Remote Similarity	0.6553	NPC471178
Remote Similarity	0.655	NPC94157
Remote Similarity	0.655	NPC251160
Remote Similarity	0.655	NPC472098
Remote Similarity	0.655	NPC202605
Remote Similarity	0.655	NPC112206
Remote Similarity	0.6537	NPC471177
Remote Similarity	0.6537	NPC59779
Remote Similarity	0.6537	NPC124542
Remote Similarity	0.6535	NPC5145
Remote Similarity	0.653	NPC329541
Remote Similarity	0.6526	NPC144114
Remote Similarity	0.6524	NPC46451
Remote Similarity	0.652	NPC475910
Remote Similarity	0.6516	NPC267928
Remote Similarity	0.6509	NPC476041
Remote Similarity	0.6509	NPC12100
Remote Similarity	0.6509	NPC304926
Remote Similarity	0.6498	NPC2497
Remote Similarity	0.6496	NPC472099
Remote Similarity	0.6495	NPC176127
Remote Similarity	0.6494	NPC235076
Remote Similarity	0.6494	NPC50511
Remote Similarity	0.6489	NPC223427
Remote Similarity	0.6484	NPC99666
Remote Similarity	0.6481	NPC467439
Remote Similarity	0.6479	NPC271792
Remote Similarity	0.6476	NPC208060
Remote Similarity	0.6473	NPC96584
Remote Similarity	0.6473	NPC255800
Remote Similarity	0.6471	NPC13880
Remote Similarity	0.6471	NPC157931
Remote Similarity	0.6468	NPC310118
Remote Similarity	0.6466	NPC274982
Remote Similarity	0.6466	NPC470799
Remote Similarity	0.6466	NPC8022
Remote Similarity	0.6463	NPC75179
Remote Similarity	0.6458	NPC201508
Remote Similarity	0.6456	NPC125597
Remote Similarity	0.645	NPC478074
Remote Similarity	0.645	NPC162530
Remote Similarity	0.6449	NPC477891
Remote Similarity	0.6447	NPC287208
Remote Similarity	0.6429	NPC121772
Remote Similarity	0.6429	NPC11017
Remote Similarity	0.6426	NPC132642
Remote Similarity	0.6414	NPC322482
Remote Similarity	0.641	NPC473822
Remote Similarity	0.641	NPC96321
Remote Similarity	0.641	NPC204446
Remote Similarity	0.6409	NPC324149
Remote Similarity	0.6407	NPC264176
Remote Similarity	0.6406	NPC171171
Remote Similarity	0.6402	NPC110151
Remote Similarity	0.6398	NPC473317
Remote Similarity	0.6396	NPC194967
Remote Similarity	0.6391	NPC470020
Remote Similarity	0.639	NPC26850
Remote Similarity	0.6381	NPC164664
Remote Similarity	0.6379	NPC236668
Remote Similarity	0.6377	NPC177404
Remote Similarity	0.6375	NPC315822
Remote Similarity	0.6372	NPC470678
Remote Similarity	0.6372	NPC474798
Remote Similarity	0.6368	NPC224928
Remote Similarity	0.6368	NPC77555
Remote Similarity	0.6368	NPC312872
Remote Similarity	0.636	NPC474145
Remote Similarity	0.636	NPC475841
Remote Similarity	0.6356	NPC477533
Remote Similarity	0.6352	NPC146976
Remote Similarity	0.6351	NPC476688
Remote Similarity	0.6351	NPC105758
Remote Similarity	0.6351	NPC476686
Remote Similarity	0.6348	NPC469589
Remote Similarity	0.6344	NPC162484
Remote Similarity	0.6343	NPC220765
Remote Similarity	0.6339	NPC72211
Remote Similarity	0.6337	NPC329631
Remote Similarity	0.6335	NPC471448
Remote Similarity	0.6335	NPC26543
Remote Similarity	0.6333	NPC107160
Remote Similarity	0.6327	NPC267423
Remote Similarity	0.6323	NPC70259
Remote Similarity	0.6322	NPC475253
Remote Similarity	0.6318	NPC35761
Remote Similarity	0.6318	NPC471615
Remote Similarity	0.6316	NPC470930
Remote Similarity	0.6316	NPC470500
Remote Similarity	0.6316	NPC99891
Remote Similarity	0.6314	NPC136924
Remote Similarity	0.6314	NPC63109

Drug Structure

NPD6772 OpenBabel08211710072D 35 40 0 0 1 0 0 0 0 0999 V2000 10.2037 5.9217 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9809 5.2923 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2701 5.5633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2651 -0.0045 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 10.8244 4.3047 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1137 4.5756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3315 -0.3628 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4215 0.9832 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1730 -0.4177 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5391 0.9483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7108 1.2542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 0.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7821 0.4528 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7344 2.9586 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4540 -2.8398 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8908 3.9463 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6730 0.4483 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 7.5544 0.2665 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0391 0.0823 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 8.6444 1.6125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6208 -0.0919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3620 -1.0578 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9066 -1.8965 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3634 -1.1101 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9052 -1.8441 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.4526 -2.7875 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.9094 -2.0011 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.0050 -0.1766 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.8008 2.6002 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.4499 -2.6828 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.3592 -0.9531 0.0000 H 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 6 1 0 0 0 0 3 7 2 0 0 0 0 4 8 2 0 0 0 0 4 9 1 0 0 0 0 5 10 1 0 0 0 0 5 11 1 0 0 0 0 6 19 2 0 0 0 0 7 19 1 0 0 0 0 8 21 1 0 0 0 0 9 23 2 0 0 0 0 10 31 1 0 0 0 0 11 31 1 0 0 0 0 12 20 1 0 0 0 0 12 22 1 0 0 0 0 13 20 1 0 0 0 0 13 22 1 0 0 0 0 14 21 2 0 0 0 0 14 23 1 0 0 0 0 15 20 1 0 0 0 0 15 31 1 0 0 0 0 16 24 2 0 0 0 0 16 32 1 0 0 0 0 17 19 1 0 0 0 0 17 33 1 0 0 0 0 18 29 2 0 0 0 0 18 30 1 0 0 0 0 21 24 1 0 0 0 0 22 32 1 0 0 0 0 23 33 1 0 0 0 0 24 25 1 0 0 0 0 25 26 2 0 0 0 0 25 27 1 0 0 0 0 26 28 1 0 0 0 0 26 29 1 0 0 0 0 27 30 2 0 0 0 0 27 32 1 0 0 0 0 28 34 1 0 0 0 0 28 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000364
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11476171
ChEBI
CAS Number

Drug Properties

Molecular Weight	439.24
ALogP	-0.9645
MLogP	3.77
XLogP	5.536
HDA	5
HBD	1
Rotatable Bonds	8
TPSA	69.2
RO5 Violation	1