NPASS drugs

Drug Information

Drug ID:	NPD3460
Drug Name:	PF-3463275
Molecular Formula:	C19H22ClFN4O
Canonical SMILES:	CN1C[C@@H]2[C@H](C1)[C@H]2CN(C(=O)c1ncn(c1)C)Cc1ccc(c(c1)Cl)F
Standard InCHI:	InChI=1S/C19H22ClFN4O/c1-23-7-13-14(8-23)15(13)9-25(19(26)18-10-24(2)11-22-18)6-12-3-4-17(21)16(20)5-12/h3-5,10-11,13-15H,6-9H2,1-2H3/t13-,14+,15+
Standard InCHIKey:	KYLOBHXXQOZRKK-FICVDOATSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3460

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	602
0.1-0.2	9814
0.2-0.3	14451
0.3-0.4	2801
0.4-0.5	2109
0.5-0.6	1015
0.6-0.7	98
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	0.6974	NPC16659
Remote Similarity	0.6923	NPC265710
Remote Similarity	0.6905	NPC116555
Remote Similarity	0.6818	NPC471609
Remote Similarity	0.6808	NPC54981
Remote Similarity	0.6786	NPC240088
Remote Similarity	0.6786	NPC473380
Remote Similarity	0.6728	NPC267811
Remote Similarity	0.6684	NPC472260
Remote Similarity	0.6667	NPC71238
Remote Similarity	0.6599	NPC317054
Remote Similarity	0.6578	NPC282531
Remote Similarity	0.651	NPC477591
Remote Similarity	0.6502	NPC476341
Remote Similarity	0.65	NPC238945
Remote Similarity	0.6498	NPC242923
Remote Similarity	0.6495	NPC478182
Remote Similarity	0.6476	NPC69843
Remote Similarity	0.6471	NPC476527
Remote Similarity	0.6468	NPC40530
Remote Similarity	0.6468	NPC314281
Remote Similarity	0.6443	NPC478185
Remote Similarity	0.6432	NPC469529
Remote Similarity	0.6429	NPC226184
Remote Similarity	0.6429	NPC76544
Remote Similarity	0.6429	NPC167285
Remote Similarity	0.6421	NPC469975
Remote Similarity	0.6402	NPC317701
Remote Similarity	0.6376	NPC470323
Remote Similarity	0.6364	NPC474180
Remote Similarity	0.6364	NPC282247
Remote Similarity	0.6364	NPC188821
Remote Similarity	0.6348	NPC267078
Remote Similarity	0.6348	NPC935
Remote Similarity	0.634	NPC293487
Remote Similarity	0.6327	NPC478184
Remote Similarity	0.6324	NPC315348
Remote Similarity	0.6324	NPC32002
Remote Similarity	0.632	NPC474357
Remote Similarity	0.6295	NPC308906
Remote Similarity	0.6281	NPC116961
Remote Similarity	0.6274	NPC475286
Remote Similarity	0.6274	NPC174281
Remote Similarity	0.6263	NPC478183
Remote Similarity	0.6263	NPC114637
Remote Similarity	0.6255	NPC471614
Remote Similarity	0.6225	NPC73994
Remote Similarity	0.6215	NPC19696
Remote Similarity	0.6215	NPC136957
Remote Similarity	0.6214	NPC477003
Remote Similarity	0.6207	NPC83774
Remote Similarity	0.6174	NPC323244
Remote Similarity	0.6168	NPC474389
Remote Similarity	0.6161	NPC177996
Remote Similarity	0.6161	NPC147983
Remote Similarity	0.6157	NPC54537
Remote Similarity	0.615	NPC329765
Remote Similarity	0.615	NPC48117
Remote Similarity	0.615	NPC476526
Remote Similarity	0.6147	NPC473376
Remote Similarity	0.6146	NPC61011
Remote Similarity	0.6137	NPC328924
Remote Similarity	0.6132	NPC326422
Remote Similarity	0.6129	NPC65408
Remote Similarity	0.6119	NPC32534
Remote Similarity	0.6119	NPC91895
Remote Similarity	0.6117	NPC191415
Remote Similarity	0.6114	NPC476460
Remote Similarity	0.61	NPC56233
Remote Similarity	0.6096	NPC17305
Remote Similarity	0.6095	NPC213629
Remote Similarity	0.6091	NPC300238
Remote Similarity	0.6089	NPC54214
Remote Similarity	0.6087	NPC270834
Remote Similarity	0.6083	NPC469308
Remote Similarity	0.6077	NPC17273
Remote Similarity	0.6077	NPC135601
Remote Similarity	0.6077	NPC141612
Remote Similarity	0.6068	NPC314919
Remote Similarity	0.6062	NPC102664
Remote Similarity	0.6058	NPC46895
Remote Similarity	0.6051	NPC281094
Remote Similarity	0.605	NPC233380
Remote Similarity	0.6049	NPC284775
Remote Similarity	0.6049	NPC64436
Remote Similarity	0.6038	NPC210123
Remote Similarity	0.6037	NPC121327
Remote Similarity	0.603	NPC470203
Remote Similarity	0.6027	NPC6865
Remote Similarity	0.6027	NPC471193
Remote Similarity	0.6027	NPC471194
Remote Similarity	0.6027	NPC153980
Remote Similarity	0.6019	NPC12649
Remote Similarity	0.601	NPC100726
Remote Similarity	0.601	NPC102755
Remote Similarity	0.6009	NPC156003
Remote Similarity	0.6	NPC476454
Remote Similarity	0.6	NPC94752
Remote Similarity	0.5991	NPC12100
Remote Similarity	0.599	NPC24864
Remote Similarity	0.5982	NPC143977
Remote Similarity	0.5982	NPC72956
Remote Similarity	0.5982	NPC320968
Remote Similarity	0.5981	NPC21429
Remote Similarity	0.598	NPC470204
Remote Similarity	0.5957	NPC471312
Remote Similarity	0.5952	NPC133003
Remote Similarity	0.5952	NPC99939
Remote Similarity	0.5952	NPC308931
Remote Similarity	0.5951	NPC469938
Remote Similarity	0.5945	NPC171317
Remote Similarity	0.5941	NPC49217
Remote Similarity	0.5936	NPC325599
Remote Similarity	0.5935	NPC314058
Remote Similarity	0.5935	NPC316018
Remote Similarity	0.5929	NPC54744
Remote Similarity	0.5928	NPC470111
Remote Similarity	0.5928	NPC114209
Remote Similarity	0.5919	NPC476525
Remote Similarity	0.5918	NPC217021
Remote Similarity	0.5918	NPC470679
Remote Similarity	0.5917	NPC293917
Remote Similarity	0.5917	NPC81535
Remote Similarity	0.5915	NPC324091
Remote Similarity	0.5909	NPC476464
Remote Similarity	0.5909	NPC471617
Remote Similarity	0.5907	NPC19342
Remote Similarity	0.5905	NPC476817
Remote Similarity	0.5905	NPC228835
Remote Similarity	0.5899	NPC134657
Remote Similarity	0.5896	NPC17059
Remote Similarity	0.5885	NPC473218
Remote Similarity	0.5885	NPC470702
Remote Similarity	0.588	NPC280638
Remote Similarity	0.5877	NPC471192
Remote Similarity	0.5876	NPC478186
Remote Similarity	0.5873	NPC150259
Remote Similarity	0.5872	NPC473640
Remote Similarity	0.5871	NPC242116
Remote Similarity	0.5869	NPC472289
Remote Similarity	0.5867	NPC473878
Remote Similarity	0.5865	NPC11126
Remote Similarity	0.5864	NPC238499
Remote Similarity	0.586	NPC316359
Remote Similarity	0.586	NPC315617
Remote Similarity	0.5859	NPC476297
Remote Similarity	0.5859	NPC470703
Remote Similarity	0.5859	NPC476219
Remote Similarity	0.5859	NPC229055
Remote Similarity	0.5859	NPC120070
Remote Similarity	0.5854	NPC226835
Remote Similarity	0.5848	NPC476524
Remote Similarity	0.5845	NPC477004
Remote Similarity	0.5845	NPC237414
Remote Similarity	0.5845	NPC100321
Remote Similarity	0.584	NPC63109
Remote Similarity	0.5833	NPC197068
Remote Similarity	0.5833	NPC304203
Remote Similarity	0.5825	NPC467188
Remote Similarity	0.5825	NPC161861
Remote Similarity	0.5822	NPC310633
Remote Similarity	0.5817	NPC74619
Remote Similarity	0.5815	NPC471603
Remote Similarity	0.5814	NPC117244
Remote Similarity	0.5814	NPC473763
Remote Similarity	0.5808	NPC200214
Remote Similarity	0.5808	NPC251391
Remote Similarity	0.5808	NPC470732
Remote Similarity	0.5808	NPC470731
Remote Similarity	0.5805	NPC65080
Remote Similarity	0.5794	NPC327095
Remote Similarity	0.5794	NPC312942
Remote Similarity	0.5794	NPC253987
Remote Similarity	0.5794	NPC41982
Remote Similarity	0.5792	NPC475506
Remote Similarity	0.5792	NPC225018
Remote Similarity	0.5789	NPC472288
Remote Similarity	0.5789	NPC248462
Remote Similarity	0.5787	NPC313889
Remote Similarity	0.5787	NPC40070
Remote Similarity	0.5785	NPC472259
Remote Similarity	0.5784	NPC475920
Remote Similarity	0.5777	NPC28096
Remote Similarity	0.5777	NPC476421
Remote Similarity	0.5777	NPC227489
Remote Similarity	0.5775	NPC63571
Remote Similarity	0.5775	NPC111566
Remote Similarity	0.5771	NPC80681
Remote Similarity	0.5769	NPC40455
Remote Similarity	0.5769	NPC280852
Remote Similarity	0.5769	NPC136441
Remote Similarity	0.5766	NPC155143
Remote Similarity	0.5758	NPC70406
Remote Similarity	0.5758	NPC469717
Remote Similarity	0.5758	NPC470233
Remote Similarity	0.5756	NPC70949
Remote Similarity	0.5746	NPC48564
Remote Similarity	0.5746	NPC182570
Remote Similarity	0.5746	NPC265605
Remote Similarity	0.5745	NPC19170

Drug Structure

NPD3460 OpenBabel08211703112D 26 29 0 0 1 0 0 0 0 0999 V2000 2.1397 -5.2902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8968 1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4071 -3.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2731 -3.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2731 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5411 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3601 -5.1970 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1691 -3.7957 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6750 -3.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6180 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4071 -2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -4.4538 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.1910 -3.5878 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8090 -3.5878 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.1391 -2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1391 -3.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0052 -1.5878 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -6.0052 -3.5878 0.0000 F 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 1.2737 -4.7902 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.3090 0.9511 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6750 -2.0878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0570 -2.0878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 24 1 0 0 0 0 3 4 2 0 0 0 0 3 12 1 0 0 0 0 4 17 1 0 0 0 0 5 12 2 0 0 0 0 5 16 1 0 0 0 0 6 12 1 0 0 0 0 6 25 1 0 0 0 0 7 23 1 0 0 0 0 8 23 1 0 0 0 0 9 25 1 0 0 0 0 10 18 2 0 0 0 0 10 24 1 0 0 0 0 11 22 2 0 0 0 0 11 24 1 0 0 0 0 13 7 1 6 0 0 0 13 14 1 0 0 0 0 13 15 1 0 0 0 0 14 8 1 6 0 0 0 14 15 1 0 0 0 0 15 9 1 1 0 0 0 16 17 2 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 18 19 1 0 0 0 0 18 22 1 0 0 0 0 19 25 1 0 0 0 0 19 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004645
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	376.15
ALogP	-0.0517
MLogP	2.78
XLogP	2.146
HDA	5
HBD	0
Rotatable Bonds	10
TPSA	41.37
RO5 Violation	0