NPASS drugs

Drug Information

Drug ID:	NPD5421
Drug Name:
Molecular Formula:	C23H19ClN4O
Canonical SMILES:	Cc1ccn(n1)c1ccc(c(c1)Cl)C(=O)N1Cc2cccn2Cc2c1cccc2
Standard InCHI:	InChI=1S/C23H19ClN4O/c1-16-10-12-28(25-16)18-8-9-20(21(24)13-18)23(29)27-15-19-6-4-11-26(19)14-17-5-2-3-7-22(17)27/h2-13H,14-15H2,1H3
Standard InCHIKey:	JXKQHDZUZGKDGO-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5421

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	636
0.1-0.2	8207
0.2-0.3	14545
0.3-0.4	4195
0.4-0.5	1463
0.5-0.6	1520
0.6-0.7	315
0.7-0.8	9
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	0.7347	NPC469529
Intermediate Similarity	0.7313	NPC99939
Intermediate Similarity	0.7313	NPC308931
Intermediate Similarity	0.722	NPC476460
Intermediate Similarity	0.717	NPC317701
Intermediate Similarity	0.7135	NPC477887
Intermediate Similarity	0.7105	NPC472260
Intermediate Similarity	0.7005	NPC114637
Intermediate Similarity	0.7005	NPC56233
Remote Similarity	0.699	NPC478182
Remote Similarity	0.6927	NPC477003
Remote Similarity	0.6905	NPC304203
Remote Similarity	0.6887	NPC134657
Remote Similarity	0.6847	NPC284775
Remote Similarity	0.6837	NPC293487
Remote Similarity	0.6822	NPC268744
Remote Similarity	0.6822	NPC475914
Remote Similarity	0.6822	NPC201266
Remote Similarity	0.6822	NPC220797
Remote Similarity	0.6822	NPC474318
Remote Similarity	0.6822	NPC153123
Remote Similarity	0.6812	NPC133003
Remote Similarity	0.6796	NPC470205
Remote Similarity	0.6791	NPC269203
Remote Similarity	0.6791	NPC13456
Remote Similarity	0.6791	NPC166209
Remote Similarity	0.6791	NPC77241
Remote Similarity	0.6751	NPC477591
Remote Similarity	0.675	NPC478183
Remote Similarity	0.6745	NPC326422
Remote Similarity	0.6735	NPC476464
Remote Similarity	0.6734	NPC478184
Remote Similarity	0.6699	NPC314919
Remote Similarity	0.6683	NPC157583
Remote Similarity	0.6683	NPC64436
Remote Similarity	0.6683	NPC478185
Remote Similarity	0.6682	NPC324091
Remote Similarity	0.6667	NPC17059
Remote Similarity	0.665	NPC11126
Remote Similarity	0.665	NPC248462
Remote Similarity	0.662	NPC314058
Remote Similarity	0.662	NPC316018
Remote Similarity	0.6619	NPC141612
Remote Similarity	0.6619	NPC135601
Remote Similarity	0.6619	NPC17273
Remote Similarity	0.6618	NPC16659
Remote Similarity	0.6618	NPC161861
Remote Similarity	0.6605	NPC128244
Remote Similarity	0.6603	NPC228835
Remote Similarity	0.6602	NPC234987
Remote Similarity	0.6602	NPC237188
Remote Similarity	0.6601	NPC32534
Remote Similarity	0.6601	NPC91895
Remote Similarity	0.66	NPC242116
Remote Similarity	0.66	NPC194881
Remote Similarity	0.6587	NPC191415
Remote Similarity	0.6585	NPC471579
Remote Similarity	0.6585	NPC469938
Remote Similarity	0.6581	NPC315062
Remote Similarity	0.6574	NPC227582
Remote Similarity	0.657	NPC265710
Remote Similarity	0.6568	NPC316411
Remote Similarity	0.6561	NPC65408
Remote Similarity	0.6544	NPC474916
Remote Similarity	0.6544	NPC131887
Remote Similarity	0.6542	NPC316359
Remote Similarity	0.6542	NPC471386
Remote Similarity	0.6542	NPC315617
Remote Similarity	0.654	NPC94752
Remote Similarity	0.6533	NPC153980
Remote Similarity	0.6533	NPC6865
Remote Similarity	0.6531	NPC40070
Remote Similarity	0.6524	NPC21429
Remote Similarity	0.6522	NPC473380
Remote Similarity	0.6522	NPC240088
Remote Similarity	0.652	NPC471943
Remote Similarity	0.6514	NPC74413
Remote Similarity	0.6514	NPC477004
Remote Similarity	0.6511	NPC267853
Remote Similarity	0.6507	NPC113626
Remote Similarity	0.6498	NPC167710
Remote Similarity	0.649	NPC12649
Remote Similarity	0.6489	NPC72956
Remote Similarity	0.6484	NPC252338
Remote Similarity	0.6483	NPC244897
Remote Similarity	0.648	NPC102664
Remote Similarity	0.6479	NPC321708
Remote Similarity	0.6479	NPC255909
Remote Similarity	0.6476	NPC102755
Remote Similarity	0.6476	NPC270834
Remote Similarity	0.6465	NPC216550
Remote Similarity	0.6459	NPC314281
Remote Similarity	0.6459	NPC24864
Remote Similarity	0.6459	NPC73994
Remote Similarity	0.6459	NPC40530
Remote Similarity	0.6459	NPC91179
Remote Similarity	0.6458	NPC238499
Remote Similarity	0.6457	NPC54420
Remote Similarity	0.6453	NPC233380
Remote Similarity	0.6453	NPC192712
Remote Similarity	0.6447	NPC53947
Remote Similarity	0.6447	NPC470732
Remote Similarity	0.6429	NPC100726
Remote Similarity	0.6429	NPC470677
Remote Similarity	0.6425	NPC260900
Remote Similarity	0.6425	NPC57398
Remote Similarity	0.6419	NPC117244
Remote Similarity	0.6419	NPC267811
Remote Similarity	0.6419	NPC473763
Remote Similarity	0.6418	NPC135141
Remote Similarity	0.6418	NPC92796
Remote Similarity	0.6406	NPC315348
Remote Similarity	0.6406	NPC32002
Remote Similarity	0.6404	NPC317105
Remote Similarity	0.6404	NPC265100
Remote Similarity	0.6402	NPC213629
Remote Similarity	0.6402	NPC473666
Remote Similarity	0.6402	NPC103119
Remote Similarity	0.64	NPC478158
Remote Similarity	0.64	NPC162860
Remote Similarity	0.6395	NPC40455
Remote Similarity	0.6395	NPC476817
Remote Similarity	0.6393	NPC67288
Remote Similarity	0.639	NPC70949
Remote Similarity	0.6388	NPC470702
Remote Similarity	0.6388	NPC473218
Remote Similarity	0.6388	NPC471193
Remote Similarity	0.6388	NPC471194
Remote Similarity	0.6387	NPC314102
Remote Similarity	0.6387	NPC251722
Remote Similarity	0.6382	NPC281094
Remote Similarity	0.6378	NPC478186
Remote Similarity	0.6378	NPC288838
Remote Similarity	0.6377	NPC252572
Remote Similarity	0.6376	NPC471192
Remote Similarity	0.6375	NPC104712
Remote Similarity	0.6373	NPC42372
Remote Similarity	0.6368	NPC76982
Remote Similarity	0.6368	NPC467063
Remote Similarity	0.6364	NPC81535
Remote Similarity	0.6364	NPC83774
Remote Similarity	0.636	NPC470703
Remote Similarity	0.6359	NPC116961
Remote Similarity	0.6356	NPC116555
Remote Similarity	0.6351	NPC476073
Remote Similarity	0.6346	NPC293216
Remote Similarity	0.6337	NPC80681
Remote Similarity	0.6332	NPC478157
Remote Similarity	0.633	NPC294693
Remote Similarity	0.6321	NPC83381
Remote Similarity	0.6318	NPC171317
Remote Similarity	0.6316	NPC151635
Remote Similarity	0.6303	NPC61011
Remote Similarity	0.6302	NPC150259
Remote Similarity	0.6301	NPC79356
Remote Similarity	0.6301	NPC102592
Remote Similarity	0.63	NPC200743
Remote Similarity	0.6295	NPC473376
Remote Similarity	0.6281	NPC473878
Remote Similarity	0.6267	NPC471191
Remote Similarity	0.6263	NPC470111
Remote Similarity	0.6261	NPC121327
Remote Similarity	0.625	NPC477714
Remote Similarity	0.625	NPC217021
Remote Similarity	0.625	NPC470679
Remote Similarity	0.6245	NPC75634
Remote Similarity	0.6244	NPC34837
Remote Similarity	0.6244	NPC21174
Remote Similarity	0.6244	NPC470440
Remote Similarity	0.6244	NPC159125
Remote Similarity	0.6244	NPC474389
Remote Similarity	0.6244	NPC271797
Remote Similarity	0.6238	NPC280852
Remote Similarity	0.6234	NPC470731
Remote Similarity	0.6234	NPC36405
Remote Similarity	0.6233	NPC476527
Remote Similarity	0.6233	NPC471944
Remote Similarity	0.623	NPC472843
Remote Similarity	0.6222	NPC88115
Remote Similarity	0.6219	NPC200214
Remote Similarity	0.6216	NPC237414
Remote Similarity	0.6215	NPC46895
Remote Similarity	0.6213	NPC312942
Remote Similarity	0.6213	NPC327095
Remote Similarity	0.6213	NPC253987
Remote Similarity	0.6207	NPC216643
Remote Similarity	0.6207	NPC477715
Remote Similarity	0.6205	NPC106757
Remote Similarity	0.6205	NPC143977
Remote Similarity	0.6201	NPC82370
Remote Similarity	0.62	NPC313889
Remote Similarity	0.6195	NPC238457
Remote Similarity	0.6193	NPC210123
Remote Similarity	0.6186	NPC15102
Remote Similarity	0.6182	NPC202812
Remote Similarity	0.6176	NPC476491
Remote Similarity	0.6173	NPC277157
Remote Similarity	0.6169	NPC70406
Remote Similarity	0.6168	NPC117027
Remote Similarity	0.6164	NPC272458

Drug Structure

NPD5421 OpenBabel08211708292D 29 33 0 0 0 0 0 0 0 0999 V2000 2.5772 -0.2319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8104 -1.4471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0773 -0.7669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7271 1.8653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7659 -1.1523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8844 2.4037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2998 0.2080 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 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4755 0.8975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 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 -5.9773 -0.0283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1564 2.0633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9884 -0.1774 0.0000 C 0 0 0 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 -6.1119 1.7686 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 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2554 0.5028 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 -1.7321 3.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 0.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.4773 0.8377 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 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 -3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 3 2 0 0 0 0 2 5 1 0 0 0 0 3 7 1 0 0 0 0 4 6 1 0 0 0 0 4 11 2 0 0 0 0 5 17 2 0 0 0 0 6 19 2 0 0 0 0 7 22 2 0 0 0 0 8 9 2 0 0 0 0 8 18 1 0 0 0 0 9 20 1 0 0 0 0 10 12 2 0 0 0 0 10 16 1 0 0 0 0 11 26 1 0 0 0 0 12 28 1 0 0 0 0 13 18 2 0 0 0 0 13 21 1 0 0 0 0 14 17 1 0 0 0 0 14 26 1 0 0 0 0 15 19 1 0 0 0 0 15 27 1 0 0 0 0 16 25 2 0 0 0 0 17 22 1 0 0 0 0 18 28 1 0 0 0 0 19 26 1 0 0 0 0 20 21 2 0 0 0 0 20 23 1 0 0 0 0 21 24 1 0 0 0 0 22 27 1 0 0 0 0 23 27 1 0 0 0 0 23 29 2 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005531
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5311500
ChEBI
CAS Number

Drug Properties

Molecular Weight	402.12
ALogP	0.5986
MLogP	3.33
XLogP	5.238
HDA	5
HBD	0
Rotatable Bonds	5
TPSA	42.54
RO5 Violation	1