NPASS drugs

Drug Information

Drug ID:	NPD4997
Drug Name:
Molecular Formula:	C22H23N3O4S
Canonical SMILES:	COc1cc(ccc1OC)C(=O)N1CCCc2c1ccc(c2)C1=NN=C(SC1C)O
Standard InCHI:	InChI=1S/C22H23N3O4S/c1-13-20(23-24-22(27)30-13)15-6-8-17-14(11-15)5-4-10-25(17)21(26)16-7-9-18(28-2)19(12-16)29-3/h6-9,11-13H,4-5,10H2,1-3H3,(H,24,27)
Standard InCHIKey:	IZLRMTJLQCLMKF-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4997

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	281
0.1-0.2	1614
0.2-0.3	7584
0.3-0.4	4784
0.4-0.5	6538
0.5-0.6	8876
0.6-0.7	1154
0.7-0.8	59
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	0.7913	NPC308943
Intermediate Similarity	0.7871	NPC71124
Intermediate Similarity	0.7833	NPC5374
Intermediate Similarity	0.7767	NPC207971
Intermediate Similarity	0.7761	NPC254957
Intermediate Similarity	0.7729	NPC268077
Intermediate Similarity	0.7703	NPC207873
Intermediate Similarity	0.7703	NPC100573
Intermediate Similarity	0.7653	NPC55470
Intermediate Similarity	0.7571	NPC222561
Intermediate Similarity	0.7563	NPC5167
Intermediate Similarity	0.7488	NPC298449
Intermediate Similarity	0.7475	NPC85613
Intermediate Similarity	0.7453	NPC90185
Intermediate Similarity	0.7347	NPC471604
Intermediate Similarity	0.7327	NPC146976
Intermediate Similarity	0.7324	NPC16249
Intermediate Similarity	0.7313	NPC253675
Intermediate Similarity	0.7291	NPC116007
Intermediate Similarity	0.7289	NPC24019
Intermediate Similarity	0.7281	NPC236668
Intermediate Similarity	0.7273	NPC17677
Intermediate Similarity	0.7254	NPC93653
Intermediate Similarity	0.7252	NPC210434
Intermediate Similarity	0.7231	NPC299582
Intermediate Similarity	0.7212	NPC198401
Intermediate Similarity	0.72	NPC285941
Intermediate Similarity	0.7189	NPC295479
Intermediate Similarity	0.7189	NPC220241
Intermediate Similarity	0.7182	NPC313327
Intermediate Similarity	0.7173	NPC119669
Intermediate Similarity	0.7135	NPC58661
Intermediate Similarity	0.7129	NPC222524
Intermediate Similarity	0.7129	NPC283810
Intermediate Similarity	0.7123	NPC127178
Intermediate Similarity	0.7122	NPC276674
Intermediate Similarity	0.7122	NPC83511
Intermediate Similarity	0.7122	NPC33902
Intermediate Similarity	0.7119	NPC270515
Intermediate Similarity	0.7118	NPC22481
Intermediate Similarity	0.7109	NPC193906
Intermediate Similarity	0.7109	NPC23080
Intermediate Similarity	0.7094	NPC190461
Intermediate Similarity	0.7092	NPC135006
Intermediate Similarity	0.7089	NPC471489
Intermediate Similarity	0.7087	NPC90875
Intermediate Similarity	0.707	NPC163829
Intermediate Similarity	0.7054	NPC7560
Intermediate Similarity	0.7053	NPC320088
Intermediate Similarity	0.7048	NPC13249
Intermediate Similarity	0.7042	NPC303374
Intermediate Similarity	0.7037	NPC158551
Intermediate Similarity	0.7027	NPC126556
Intermediate Similarity	0.7026	NPC189903
Intermediate Similarity	0.7026	NPC182907
Intermediate Similarity	0.7023	NPC473460
Intermediate Similarity	0.7021	NPC15406
Intermediate Similarity	0.7	NPC10732
Intermediate Similarity	0.7	NPC233334
Remote Similarity	0.6996	NPC182853
Remote Similarity	0.6987	NPC278525
Remote Similarity	0.6986	NPC470020
Remote Similarity	0.6983	NPC108342
Remote Similarity	0.697	NPC153631
Remote Similarity	0.6968	NPC268223
Remote Similarity	0.6957	NPC262725
Remote Similarity	0.695	NPC206941
Remote Similarity	0.6936	NPC210296
Remote Similarity	0.6934	NPC470023
Remote Similarity	0.693	NPC476436
Remote Similarity	0.6927	NPC270301
Remote Similarity	0.6923	NPC159815
Remote Similarity	0.6923	NPC470482
Remote Similarity	0.6923	NPC470481
Remote Similarity	0.692	NPC134702
Remote Similarity	0.6919	NPC471825
Remote Similarity	0.6912	NPC475147
Remote Similarity	0.6911	NPC132385
Remote Similarity	0.6908	NPC249405
Remote Similarity	0.6905	NPC1820
Remote Similarity	0.6903	NPC118189
Remote Similarity	0.6901	NPC470021
Remote Similarity	0.69	NPC157931
Remote Similarity	0.6897	NPC172222
Remote Similarity	0.6894	NPC41501
Remote Similarity	0.689	NPC169387
Remote Similarity	0.689	NPC477259
Remote Similarity	0.6886	NPC473449
Remote Similarity	0.6884	NPC24954
Remote Similarity	0.6878	NPC287588
Remote Similarity	0.687	NPC66777
Remote Similarity	0.6869	NPC234933
Remote Similarity	0.6869	NPC216816
Remote Similarity	0.6867	NPC160113
Remote Similarity	0.6867	NPC476220
Remote Similarity	0.6866	NPC41216
Remote Similarity	0.6864	NPC471561
Remote Similarity	0.6861	NPC148391
Remote Similarity	0.6858	NPC10653
Remote Similarity	0.6858	NPC318525
Remote Similarity	0.6857	NPC312531
Remote Similarity	0.6857	NPC208890
Remote Similarity	0.6857	NPC474904
Remote Similarity	0.6856	NPC285254
Remote Similarity	0.6856	NPC470018
Remote Similarity	0.6853	NPC57512
Remote Similarity	0.6851	NPC166722
Remote Similarity	0.685	NPC476569
Remote Similarity	0.6849	NPC212123
Remote Similarity	0.6849	NPC478075
Remote Similarity	0.6849	NPC124313
Remote Similarity	0.6847	NPC116178
Remote Similarity	0.6847	NPC119722
Remote Similarity	0.6847	NPC312872
Remote Similarity	0.6846	NPC183537
Remote Similarity	0.6844	NPC87560
Remote Similarity	0.6844	NPC195120
Remote Similarity	0.6839	NPC144691
Remote Similarity	0.6838	NPC154922
Remote Similarity	0.6837	NPC470708
Remote Similarity	0.6835	NPC207283
Remote Similarity	0.6835	NPC84164
Remote Similarity	0.6833	NPC25961
Remote Similarity	0.6829	NPC20395
Remote Similarity	0.6829	NPC207721
Remote Similarity	0.6828	NPC76478
Remote Similarity	0.6826	NPC74575
Remote Similarity	0.6826	NPC257851
Remote Similarity	0.6822	NPC24228
Remote Similarity	0.6821	NPC476568
Remote Similarity	0.682	NPC15987
Remote Similarity	0.6816	NPC114468
Remote Similarity	0.6816	NPC217903
Remote Similarity	0.6816	NPC30749
Remote Similarity	0.6816	NPC321166
Remote Similarity	0.6798	NPC66573
Remote Similarity	0.6798	NPC307640
Remote Similarity	0.6797	NPC471762
Remote Similarity	0.6791	NPC100863
Remote Similarity	0.6788	NPC242000
Remote Similarity	0.6787	NPC475133
Remote Similarity	0.6786	NPC476580
Remote Similarity	0.6786	NPC2905
Remote Similarity	0.6781	NPC476429
Remote Similarity	0.6781	NPC49547
Remote Similarity	0.6779	NPC179704
Remote Similarity	0.6777	NPC77878
Remote Similarity	0.6773	NPC198160
Remote Similarity	0.6771	NPC305542
Remote Similarity	0.6769	NPC478189
Remote Similarity	0.6761	NPC78284
Remote Similarity	0.6758	NPC473422
Remote Similarity	0.6758	NPC14339
Remote Similarity	0.6757	NPC269449
Remote Similarity	0.6756	NPC38964
Remote Similarity	0.6753	NPC470019
Remote Similarity	0.6753	NPC153644
Remote Similarity	0.6751	NPC476258
Remote Similarity	0.6751	NPC304837
Remote Similarity	0.6744	NPC161804
Remote Similarity	0.6732	NPC303581
Remote Similarity	0.6732	NPC67978
Remote Similarity	0.673	NPC477186
Remote Similarity	0.6726	NPC82541
Remote Similarity	0.6725	NPC148124
Remote Similarity	0.6721	NPC191489
Remote Similarity	0.672	NPC266425
Remote Similarity	0.6716	NPC86469
Remote Similarity	0.6716	NPC73280
Remote Similarity	0.6714	NPC473004
Remote Similarity	0.6714	NPC204970
Remote Similarity	0.6714	NPC195268
Remote Similarity	0.6714	NPC114039
Remote Similarity	0.6714	NPC206109
Remote Similarity	0.6714	NPC133140
Remote Similarity	0.6711	NPC118154
Remote Similarity	0.6711	NPC157983
Remote Similarity	0.6708	NPC208522
Remote Similarity	0.6708	NPC137353
Remote Similarity	0.6702	NPC308197
Remote Similarity	0.6698	NPC108847
Remote Similarity	0.6698	NPC477258
Remote Similarity	0.6698	NPC174629
Remote Similarity	0.6698	NPC473569
Remote Similarity	0.6697	NPC193238
Remote Similarity	0.6696	NPC82056
Remote Similarity	0.6695	NPC113455
Remote Similarity	0.6695	NPC470017
Remote Similarity	0.6683	NPC301163
Remote Similarity	0.6682	NPC476582
Remote Similarity	0.6682	NPC474366
Remote Similarity	0.6682	NPC21425
Remote Similarity	0.6682	NPC203972
Remote Similarity	0.6682	NPC476578
Remote Similarity	0.6682	NPC4071
Remote Similarity	0.6681	NPC99724
Remote Similarity	0.6681	NPC248903
Remote Similarity	0.6681	NPC46259
Remote Similarity	0.6667	NPC308267
Remote Similarity	0.6667	NPC470022

Drug Structure

NPD4997 OpenBabel08211706322D 31 34 0 0 1 0 0 0 0 0999 V2000 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -5.0000 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 3.4641 -3.0000 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 7.7942 -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 8.6603 -2.0000 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 2.5981 -1.5000 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 1.7321 1.0000 0.0000 C 0 0 3 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 6.9282 -2.0000 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 8.6603 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -3.5000 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 -1.5000 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 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 5.1962 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 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 9.5263 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 28 1 0 0 0 0 3 29 1 0 0 0 0 4 5 1 0 0 0 0 4 10 1 0 0 0 0 5 14 1 0 0 0 0 6 8 1 0 0 0 0 6 15 2 0 0 0 0 7 9 2 0 0 0 0 7 16 1 0 0 0 0 8 17 2 0 0 0 0 9 18 1 0 0 0 0 10 25 1 0 0 0 0 11 14 2 0 0 0 0 11 15 1 0 0 0 0 12 16 2 0 0 0 0 12 19 1 0 0 0 0 13 20 1 0 0 0 0 13 30 1 0 0 0 0 14 17 1 0 0 0 0 15 20 1 0 0 0 0 16 21 1 0 0 0 0 17 25 1 0 0 0 0 18 19 2 0 0 0 0 18 28 1 0 0 0 0 19 29 1 0 0 0 0 20 23 2 0 0 0 0 21 25 1 0 0 0 0 21 26 2 0 0 0 0 22 24 2 0 0 0 0 22 27 1 0 0 0 0 22 30 1 0 0 0 0 23 24 1 0 0 0 0 27 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005317
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	425.14
ALogP	-0.1364
MLogP	3
XLogP	4.332
HDA	5
HBD	1
Rotatable Bonds	9
TPSA	109.02
RO5 Violation	0