NPASS drugs

Drug Information

Drug ID:	NPD6644
Drug Name:	AZD-3783
Molecular Formula:	C26H34N4O4
Canonical SMILES:	COc1cc2CCC(Oc2c(c1)N1CCN(CC1)C)C(=O)Nc1ccc(cc1)N1CCOCC1
Standard InCHI:	InChI=1S/C26H34N4O4/c1-28-9-11-30(12-10-28)23-18-22(32-2)17-19-3-8-24(34-25(19)23)26(31)27-20-4-6-21(7-5-20)29-13-15-33-16-14-29/h4-7,17-18,24H,3,8-16H2,1-2H3,(H,27,31)
Standard InCHIKey:	SKOWCFJEXPLGNE-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6644

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	278
0.1-0.2	1462
0.2-0.3	7873
0.3-0.4	5030
0.4-0.5	10424
0.5-0.6	5122
0.6-0.7	684
0.7-0.8	17
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	0.7659	NPC473422
Intermediate Similarity	0.7592	NPC73280
Intermediate Similarity	0.722	NPC230313
Intermediate Similarity	0.7196	NPC471532
Intermediate Similarity	0.719	NPC473460
Intermediate Similarity	0.7079	NPC473007
Intermediate Similarity	0.7067	NPC223242
Intermediate Similarity	0.7062	NPC473005
Intermediate Similarity	0.7051	NPC473006
Intermediate Similarity	0.7048	NPC67904
Intermediate Similarity	0.7039	NPC473004
Intermediate Similarity	0.7031	NPC131977
Intermediate Similarity	0.7031	NPC301163
Intermediate Similarity	0.7024	NPC473008
Intermediate Similarity	0.7023	NPC477160
Intermediate Similarity	0.7004	NPC139373
Intermediate Similarity	0.7	NPC77777
Remote Similarity	0.6986	NPC471531
Remote Similarity	0.6971	NPC243626
Remote Similarity	0.697	NPC469450
Remote Similarity	0.6967	NPC138830
Remote Similarity	0.6965	NPC70092
Remote Similarity	0.6952	NPC100863
Remote Similarity	0.6942	NPC474059
Remote Similarity	0.6942	NPC473569
Remote Similarity	0.6927	NPC21425
Remote Similarity	0.691	NPC469452
Remote Similarity	0.691	NPC469451
Remote Similarity	0.6889	NPC231924
Remote Similarity	0.6878	NPC262725
Remote Similarity	0.6853	NPC301501
Remote Similarity	0.6851	NPC329932
Remote Similarity	0.6849	NPC159815
Remote Similarity	0.6818	NPC268223
Remote Similarity	0.6818	NPC30749
Remote Similarity	0.6816	NPC473432
Remote Similarity	0.6814	NPC314659
Remote Similarity	0.6789	NPC471561
Remote Similarity	0.6774	NPC478075
Remote Similarity	0.6765	NPC197335
Remote Similarity	0.6754	NPC248903
Remote Similarity	0.6745	NPC472191
Remote Similarity	0.6741	NPC219397
Remote Similarity	0.6741	NPC288110
Remote Similarity	0.6738	NPC184680
Remote Similarity	0.6728	NPC477161
Remote Similarity	0.6728	NPC195787
Remote Similarity	0.6728	NPC246140
Remote Similarity	0.6716	NPC166169
Remote Similarity	0.6711	NPC318525
Remote Similarity	0.6711	NPC10653
Remote Similarity	0.6711	NPC26928
Remote Similarity	0.6709	NPC470785
Remote Similarity	0.6708	NPC133609
Remote Similarity	0.6697	NPC127996
Remote Similarity	0.6697	NPC305542
Remote Similarity	0.6696	NPC134702
Remote Similarity	0.6695	NPC469722
Remote Similarity	0.6683	NPC472163
Remote Similarity	0.6682	NPC241263
Remote Similarity	0.6682	NPC471825
Remote Similarity	0.6682	NPC152768
Remote Similarity	0.6682	NPC148183
Remote Similarity	0.6681	NPC46259
Remote Similarity	0.6681	NPC13249
Remote Similarity	0.6681	NPC471513
Remote Similarity	0.6667	NPC330683
Remote Similarity	0.6667	NPC329567
Remote Similarity	0.6667	NPC115588
Remote Similarity	0.6667	NPC122886
Remote Similarity	0.6667	NPC222046
Remote Similarity	0.6652	NPC305984
Remote Similarity	0.6652	NPC148124
Remote Similarity	0.6652	NPC218303
Remote Similarity	0.6638	NPC470784
Remote Similarity	0.6637	NPC476069
Remote Similarity	0.6637	NPC176113
Remote Similarity	0.6637	NPC148391
Remote Similarity	0.6636	NPC234933
Remote Similarity	0.6636	NPC112937
Remote Similarity	0.6635	NPC87391
Remote Similarity	0.6633	NPC299582
Remote Similarity	0.6624	NPC154922
Remote Similarity	0.6623	NPC477397
Remote Similarity	0.6622	NPC10732
Remote Similarity	0.6621	NPC212123
Remote Similarity	0.662	NPC111492
Remote Similarity	0.6612	NPC189079
Remote Similarity	0.6609	NPC473458
Remote Similarity	0.6608	NPC99724
Remote Similarity	0.6608	NPC118189
Remote Similarity	0.6607	NPC234772
Remote Similarity	0.6606	NPC25961
Remote Similarity	0.6604	NPC470485
Remote Similarity	0.6596	NPC314702
Remote Similarity	0.6592	NPC114468
Remote Similarity	0.6588	NPC22476
Remote Similarity	0.6588	NPC28510
Remote Similarity	0.6579	NPC71539
Remote Similarity	0.6579	NPC250960
Remote Similarity	0.6578	NPC195636
Remote Similarity	0.6578	NPC476475
Remote Similarity	0.6577	NPC82541
Remote Similarity	0.6574	NPC127178
Remote Similarity	0.6565	NPC476436
Remote Similarity	0.6565	NPC266994
Remote Similarity	0.6565	NPC285254
Remote Similarity	0.6564	NPC472099
Remote Similarity	0.6564	NPC157983
Remote Similarity	0.6564	NPC118154
Remote Similarity	0.6562	NPC2905
Remote Similarity	0.6562	NPC66191
Remote Similarity	0.6562	NPC316297
Remote Similarity	0.6562	NPC314817
Remote Similarity	0.6561	NPC475133
Remote Similarity	0.656	NPC41216
Remote Similarity	0.6558	NPC23080
Remote Similarity	0.6558	NPC17677
Remote Similarity	0.6558	NPC193906
Remote Similarity	0.6553	NPC291173
Remote Similarity	0.655	NPC65277
Remote Similarity	0.6545	NPC222561
Remote Similarity	0.6545	NPC198160
Remote Similarity	0.6537	NPC285941
Remote Similarity	0.6537	NPC470480
Remote Similarity	0.6535	NPC7560
Remote Similarity	0.6535	NPC76478
Remote Similarity	0.6532	NPC474366
Remote Similarity	0.653	NPC268077
Remote Similarity	0.653	NPC470484
Remote Similarity	0.6522	NPC21638
Remote Similarity	0.6517	NPC475393
Remote Similarity	0.6514	NPC311357
Remote Similarity	0.6512	NPC314948
Remote Similarity	0.6512	NPC161804
Remote Similarity	0.6509	NPC74216
Remote Similarity	0.6509	NPC1820
Remote Similarity	0.6509	NPC470483
Remote Similarity	0.6507	NPC251071
Remote Similarity	0.6505	NPC474815
Remote Similarity	0.6505	NPC287152
Remote Similarity	0.6498	NPC151171
Remote Similarity	0.6493	NPC477186
Remote Similarity	0.6485	NPC477395
Remote Similarity	0.6485	NPC113455
Remote Similarity	0.6484	NPC207971
Remote Similarity	0.6482	NPC93653
Remote Similarity	0.6479	NPC204970
Remote Similarity	0.6476	NPC195120
Remote Similarity	0.6476	NPC87560
Remote Similarity	0.6473	NPC116178
Remote Similarity	0.6473	NPC470482
Remote Similarity	0.6473	NPC222524
Remote Similarity	0.6473	NPC264176
Remote Similarity	0.6473	NPC470481
Remote Similarity	0.6471	NPC308943
Remote Similarity	0.6468	NPC470586
Remote Similarity	0.6468	NPC254700
Remote Similarity	0.6468	NPC329631
Remote Similarity	0.6468	NPC471489
Remote Similarity	0.6465	NPC80129
Remote Similarity	0.6465	NPC187022
Remote Similarity	0.6462	NPC283207
Remote Similarity	0.6459	NPC239584
Remote Similarity	0.6459	NPC302235
Remote Similarity	0.6457	NPC476651
Remote Similarity	0.6456	NPC127082
Remote Similarity	0.6455	NPC475147
Remote Similarity	0.6455	NPC87714
Remote Similarity	0.6452	NPC212163
Remote Similarity	0.6449	NPC78284
Remote Similarity	0.6446	NPC477396
Remote Similarity	0.6444	NPC321166
Remote Similarity	0.6444	NPC217903
Remote Similarity	0.6442	NPC190461
Remote Similarity	0.6439	NPC164608
Remote Similarity	0.6438	NPC288759
Remote Similarity	0.6438	NPC15987
Remote Similarity	0.6435	NPC478049
Remote Similarity	0.6432	NPC477393
Remote Similarity	0.6429	NPC474183
Remote Similarity	0.6429	NPC259626
Remote Similarity	0.6426	NPC476429
Remote Similarity	0.6422	NPC471604
Remote Similarity	0.6422	NPC471648
Remote Similarity	0.6419	NPC128115
Remote Similarity	0.6411	NPC243454
Remote Similarity	0.6411	NPC220961
Remote Similarity	0.6411	NPC475479
Remote Similarity	0.6406	NPC71124
Remote Similarity	0.6405	NPC120239
Remote Similarity	0.6404	NPC303658
Remote Similarity	0.6404	NPC182853
Remote Similarity	0.6394	NPC293093
Remote Similarity	0.6393	NPC214368
Remote Similarity	0.6393	NPC295676
Remote Similarity	0.6387	NPC472061
Remote Similarity	0.6383	NPC475253
Remote Similarity	0.6381	NPC179704
Remote Similarity	0.6381	NPC2933

Drug Structure

NPD6644 OpenBabel08211710072D 35 39 0 0 1 0 0 0 0 0999 V2000 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 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 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 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 0.0000 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 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 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 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 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 -6.9282 0.0000 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 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 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 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 C 0 0 0 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 -0.8660 0.5000 0.0000 C 0 0 3 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 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 32 1 0 0 0 0 3 8 1 0 0 0 0 3 19 1 0 0 0 0 4 6 1 0 0 0 0 4 20 2 0 0 0 0 5 7 2 0 0 0 0 5 20 1 0 0 0 0 6 21 2 0 0 0 0 7 21 1 0 0 0 0 8 24 1 0 0 0 0 9 11 1 0 0 0 0 9 28 1 0 0 0 0 10 12 1 0 0 0 0 10 28 1 0 0 0 0 11 30 1 0 0 0 0 12 30 1 0 0 0 0 13 15 1 0 0 0 0 13 29 1 0 0 0 0 14 16 1 0 0 0 0 14 29 1 0 0 0 0 15 33 1 0 0 0 0 16 33 1 0 0 0 0 17 19 2 0 0 0 0 17 22 1 0 0 0 0 18 22 2 0 0 0 0 18 23 1 0 0 0 0 19 25 1 0 0 0 0 20 27 1 0 0 0 0 21 29 1 0 0 0 0 22 32 1 0 0 0 0 23 25 2 0 0 0 0 23 30 1 0 0 0 0 24 26 1 0 0 0 0 24 34 1 0 0 0 0 25 34 1 0 0 0 0 26 27 1 0 0 0 0 26 31 2 0 0 0 0 27 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015653
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	466.26
ALogP	-1.1428
MLogP	3.44
XLogP	2.151
HDA	6
HBD	1
Rotatable Bonds	8
TPSA	66.51
RO5 Violation	0