NPASS drugs

Drug Information

Drug ID:	NPD4540
Drug Name:
Molecular Formula:	C21H25FN4O3
Canonical SMILES:	Fc1ccc(cc1)C(=O)C1CCN(CC1)CCn1c(=O)nc2n(c1=O)CCCC2
Standard InCHI:	InChI=1S/C21H25FN4O3/c22-17-6-4-15(5-7-17)19(27)16-8-11-24(12-9-16)13-14-26-20(28)23-18-3-1-2-10-25(18)21(26)29/h4-7,16H,1-3,8-14H2
Standard InCHIKey:	ABLOJQGCNLNCFS-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4540

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	193
0.1-0.2	1634
0.2-0.3	7526
0.3-0.4	13452
0.4-0.5	7145
0.5-0.6	874
0.6-0.7	64
0.7-0.8	2
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	0.7353	NPC27833
Intermediate Similarity	0.7	NPC167336
Remote Similarity	0.6825	NPC256452
Remote Similarity	0.6712	NPC313722
Remote Similarity	0.6617	NPC473418
Remote Similarity	0.6617	NPC143516
Remote Similarity	0.6577	NPC207428
Remote Similarity	0.6567	NPC130898
Remote Similarity	0.6567	NPC474804
Remote Similarity	0.6567	NPC45033
Remote Similarity	0.6567	NPC474973
Remote Similarity	0.6564	NPC154478
Remote Similarity	0.6543	NPC84317
Remote Similarity	0.6467	NPC325479
Remote Similarity	0.6454	NPC315276
Remote Similarity	0.6454	NPC285926
Remote Similarity	0.6454	NPC14672
Remote Similarity	0.6454	NPC239357
Remote Similarity	0.6447	NPC300299
Remote Similarity	0.6429	NPC33742
Remote Similarity	0.6364	NPC220698
Remote Similarity	0.6358	NPC117032
Remote Similarity	0.635	NPC473676
Remote Similarity	0.6294	NPC470545
Remote Similarity	0.6282	NPC207554
Remote Similarity	0.6276	NPC200964
Remote Similarity	0.627	NPC17497
Remote Similarity	0.627	NPC305602
Remote Similarity	0.6259	NPC175726
Remote Similarity	0.6259	NPC474082
Remote Similarity	0.6258	NPC132636
Remote Similarity	0.625	NPC470546
Remote Similarity	0.625	NPC324445
Remote Similarity	0.6224	NPC470544
Remote Similarity	0.6218	NPC83214
Remote Similarity	0.6204	NPC473498
Remote Similarity	0.6174	NPC79698
Remote Similarity	0.6174	NPC101719
Remote Similarity	0.6159	NPC473322
Remote Similarity	0.6159	NPC55529
Remote Similarity	0.6148	NPC329375
Remote Similarity	0.6127	NPC35850
Remote Similarity	0.6127	NPC276949
Remote Similarity	0.6125	NPC314114
Remote Similarity	0.6115	NPC469560
Remote Similarity	0.6107	NPC285394
Remote Similarity	0.6107	NPC222466
Remote Similarity	0.6099	NPC475013
Remote Similarity	0.609	NPC472258
Remote Similarity	0.6078	NPC255447
Remote Similarity	0.6059	NPC113056
Remote Similarity	0.6059	NPC138293
Remote Similarity	0.6058	NPC275467
Remote Similarity	0.6053	NPC111428
Remote Similarity	0.6044	NPC471195
Remote Similarity	0.6044	NPC471196
Remote Similarity	0.6039	NPC473962
Remote Similarity	0.6024	NPC295021
Remote Similarity	0.6022	NPC471199
Remote Similarity	0.6022	NPC472541
Remote Similarity	0.6022	NPC472542
Remote Similarity	0.6014	NPC476048
Remote Similarity	0.6014	NPC71684
Remote Similarity	0.6013	NPC179224
Remote Similarity	0.6013	NPC200589
Remote Similarity	0.6	NPC22746
Remote Similarity	0.5985	NPC71140
Remote Similarity	0.5985	NPC202613
Remote Similarity	0.5974	NPC126458
Remote Similarity	0.5971	NPC471447
Remote Similarity	0.5968	NPC472540
Remote Similarity	0.5968	NPC472539
Remote Similarity	0.5968	NPC470787
Remote Similarity	0.5957	NPC106118
Remote Similarity	0.5948	NPC150863
Remote Similarity	0.5948	NPC469666
Remote Similarity	0.5944	NPC21429
Remote Similarity	0.5933	NPC6975
Remote Similarity	0.5931	NPC473573
Remote Similarity	0.5921	NPC477937
Remote Similarity	0.5916	NPC295548
Remote Similarity	0.5909	NPC314431
Remote Similarity	0.5907	NPC472538
Remote Similarity	0.5906	NPC88970
Remote Similarity	0.5891	NPC69057
Remote Similarity	0.589	NPC135121
Remote Similarity	0.5886	NPC471123
Remote Similarity	0.5879	NPC17273
Remote Similarity	0.5879	NPC135601
Remote Similarity	0.5879	NPC141612
Remote Similarity	0.5878	NPC177684
Remote Similarity	0.5878	NPC291962
Remote Similarity	0.587	NPC471317
Remote Similarity	0.5865	NPC291070
Remote Similarity	0.5865	NPC7067
Remote Similarity	0.5865	NPC246757
Remote Similarity	0.5864	NPC477217
Remote Similarity	0.5864	NPC201244
Remote Similarity	0.586	NPC248283
Remote Similarity	0.5855	NPC225400
Remote Similarity	0.5845	NPC158854
Remote Similarity	0.5843	NPC14849
Remote Similarity	0.584	NPC190567
Remote Similarity	0.5839	NPC112373
Remote Similarity	0.5839	NPC2823
Remote Similarity	0.5839	NPC258531
Remote Similarity	0.5839	NPC161069
Remote Similarity	0.5839	NPC161956
Remote Similarity	0.5839	NPC471574
Remote Similarity	0.5838	NPC471130
Remote Similarity	0.5833	NPC32858
Remote Similarity	0.5833	NPC194857
Remote Similarity	0.5833	NPC53044
Remote Similarity	0.5827	NPC273758
Remote Similarity	0.5825	NPC470786
Remote Similarity	0.5825	NPC471155
Remote Similarity	0.5824	NPC1390
Remote Similarity	0.5824	NPC62104
Remote Similarity	0.5821	NPC260233
Remote Similarity	0.5819	NPC328611
Remote Similarity	0.5813	NPC163392
Remote Similarity	0.5813	NPC239762
Remote Similarity	0.581	NPC147298
Remote Similarity	0.581	NPC131450
Remote Similarity	0.581	NPC182057
Remote Similarity	0.5806	NPC472245
Remote Similarity	0.5806	NPC280807
Remote Similarity	0.58	NPC202521
Remote Similarity	0.58	NPC257490
Remote Similarity	0.5795	NPC270241
Remote Similarity	0.5794	NPC12936
Remote Similarity	0.5794	NPC273033
Remote Similarity	0.5793	NPC311658
Remote Similarity	0.5789	NPC188844
Remote Similarity	0.5789	NPC153885
Remote Similarity	0.5789	NPC1682
Remote Similarity	0.5779	NPC305717
Remote Similarity	0.5779	NPC319766
Remote Similarity	0.5776	NPC269398
Remote Similarity	0.5776	NPC263493
Remote Similarity	0.5772	NPC226143
Remote Similarity	0.5762	NPC252878
Remote Similarity	0.576	NPC300205
Remote Similarity	0.5756	NPC73655
Remote Similarity	0.5754	NPC474081
Remote Similarity	0.5753	NPC472164
Remote Similarity	0.5753	NPC246904
Remote Similarity	0.575	NPC242159
Remote Similarity	0.575	NPC92784
Remote Similarity	0.575	NPC178662
Remote Similarity	0.575	NPC470884
Remote Similarity	0.575	NPC476133
Remote Similarity	0.575	NPC313694
Remote Similarity	0.575	NPC98424
Remote Similarity	0.5746	NPC238219
Remote Similarity	0.5741	NPC139326
Remote Similarity	0.5741	NPC471164
Remote Similarity	0.5741	NPC197682
Remote Similarity	0.574	NPC473580
Remote Similarity	0.5735	NPC239185
Remote Similarity	0.5733	NPC302169
Remote Similarity	0.5733	NPC476990
Remote Similarity	0.5732	NPC136002
Remote Similarity	0.573	NPC248862
Remote Similarity	0.5726	NPC245966
Remote Similarity	0.5725	NPC476993
Remote Similarity	0.5724	NPC46427
Remote Similarity	0.5723	NPC314835
Remote Similarity	0.5722	NPC474041
Remote Similarity	0.5722	NPC475761
Remote Similarity	0.5714	NPC133461
Remote Similarity	0.5714	NPC164086
Remote Similarity	0.5714	NPC66936
Remote Similarity	0.5714	NPC153007
Remote Similarity	0.5714	NPC284475
Remote Similarity	0.5714	NPC188010
Remote Similarity	0.5714	NPC46098
Remote Similarity	0.5714	NPC71664
Remote Similarity	0.5714	NPC268841
Remote Similarity	0.5714	NPC307357
Remote Similarity	0.5706	NPC476978
Remote Similarity	0.5698	NPC475544
Remote Similarity	0.5698	NPC469243
Remote Similarity	0.5698	NPC475607
Remote Similarity	0.5697	NPC313850
Remote Similarity	0.5697	NPC138775
Remote Similarity	0.5695	NPC314192
Remote Similarity	0.5693	NPC134882
Remote Similarity	0.5693	NPC49994
Remote Similarity	0.5693	NPC75724
Remote Similarity	0.569	NPC22883
Remote Similarity	0.569	NPC5719
Remote Similarity	0.569	NPC217804
Remote Similarity	0.569	NPC223207
Remote Similarity	0.569	NPC210377
Remote Similarity	0.5687	NPC127741
Remote Similarity	0.5682	NPC66490
Remote Similarity	0.568	NPC2785
Remote Similarity	0.568	NPC36342
Remote Similarity	0.568	NPC285470

Drug Structure

NPD4540 OpenBabel08211705262D 29 32 0 0 0 0 0 0 0 0999 V2000 3.4641 1.0000 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 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 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 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 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 -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 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -2.0000 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 -4.3301 -3.5000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 N 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 1.7321 0.0000 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 -4.3301 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 10 1 0 0 0 0 3 18 1 0 0 0 0 4 6 1 0 0 0 0 4 15 2 0 0 0 0 5 7 2 0 0 0 0 5 15 1 0 0 0 0 6 17 2 0 0 0 0 7 17 1 0 0 0 0 8 11 1 0 0 0 0 8 16 1 0 0 0 0 9 12 1 0 0 0 0 9 16 1 0 0 0 0 10 25 1 0 0 0 0 11 24 1 0 0 0 0 12 24 1 0 0 0 0 13 14 1 0 0 0 0 13 24 1 0 0 0 0 14 26 1 0 0 0 0 15 19 1 0 0 0 0 16 19 1 0 0 0 0 17 22 1 0 0 0 0 18 23 2 0 0 0 0 18 25 1 0 0 0 0 19 27 2 0 0 0 0 20 23 1 0 0 0 0 20 26 1 0 0 0 0 20 28 2 0 0 0 0 21 25 1 0 0 0 0 21 26 1 0 0 0 0 21 29 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000583
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6439352
ChEBI
CAS Number

Drug Properties

Molecular Weight	400.19
ALogP	-1.8191
MLogP	2.89
XLogP	1.741
HDA	7
HBD	0
Rotatable Bonds	6
TPSA	73.29
RO5 Violation	0