NPASS drugs

Drug Information

Drug ID:	NPD8149
Drug Name:	XR-9051
Molecular Formula:	C39H38N4O5
Canonical SMILES:	COc1cc2CN(CCc3ccc(cc3)NC(=O)c3cccc(c3)/C=c/3 c(O)/c(=C/c4ccccc4)/n(c3=O)C)CCc2cc1OC
Standard InCHI:	InChI=1S/C39H38N4O5/c1-42-34(22-27-8-5-4-6-9-27)38(45)41-33(39(42)46)21-28-10-7-11-30(20-28)37(44)40-32-14-12-26(13-15-32)16-18-43-19-17-29-23-35(47-2)36(48-3)24-31(29)25-43/h4-15,20-24H,16-19,25H2,1-3H3,(H,40,44)(H,41,45)/b33-21-,34-22-
Standard InCHIKey:	RTIZZWMBGKGLFO-YWQXDYITSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8149

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	306
0.1-0.2	1390
0.2-0.3	6167
0.3-0.4	6266
0.4-0.5	5477
0.5-0.6	9590
0.6-0.7	1595
0.7-0.8	99
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	0.7895	NPC222561
Intermediate Similarity	0.7895	NPC308943
Intermediate Similarity	0.7887	NPC298449
Intermediate Similarity	0.7751	NPC473460
Intermediate Similarity	0.7729	NPC5374
Intermediate Similarity	0.7689	NPC207873
Intermediate Similarity	0.7689	NPC100573
Intermediate Similarity	0.7639	NPC55470
Intermediate Similarity	0.7635	NPC124626
Intermediate Similarity	0.763	NPC473422
Intermediate Similarity	0.7596	NPC71124
Intermediate Similarity	0.75	NPC207971
Intermediate Similarity	0.7488	NPC254957
Intermediate Similarity	0.7465	NPC268077
Intermediate Similarity	0.7442	NPC90185
Intermediate Similarity	0.7366	NPC33902
Intermediate Similarity	0.7366	NPC116007
Intermediate Similarity	0.7366	NPC276674
Intermediate Similarity	0.7363	NPC285941
Intermediate Similarity	0.7346	NPC17677
Intermediate Similarity	0.7328	NPC41501
Intermediate Similarity	0.7327	NPC471561
Intermediate Similarity	0.7325	NPC132385
Intermediate Similarity	0.7324	NPC471489
Intermediate Similarity	0.7317	NPC138083
Intermediate Similarity	0.7311	NPC212163
Intermediate Similarity	0.7295	NPC320088
Intermediate Similarity	0.7285	NPC38964
Intermediate Similarity	0.7277	NPC208522
Intermediate Similarity	0.7277	NPC471031
Intermediate Similarity	0.7277	NPC469689
Intermediate Similarity	0.7273	NPC154922
Intermediate Similarity	0.7264	NPC164608
Intermediate Similarity	0.7255	NPC190461
Intermediate Similarity	0.7252	NPC126556
Intermediate Similarity	0.7243	NPC295676
Intermediate Similarity	0.722	NPC82056
Intermediate Similarity	0.7206	NPC222524
Intermediate Similarity	0.7206	NPC32064
Intermediate Similarity	0.7206	NPC85613
Intermediate Similarity	0.7206	NPC5167
Intermediate Similarity	0.7206	NPC283810
Intermediate Similarity	0.7198	NPC83511
Intermediate Similarity	0.7195	NPC236668
Intermediate Similarity	0.7186	NPC475393
Intermediate Similarity	0.7182	NPC471532
Intermediate Similarity	0.7168	NPC210434
Intermediate Similarity	0.7164	NPC471604
Intermediate Similarity	0.7162	NPC146976
Intermediate Similarity	0.7156	NPC78284
Intermediate Similarity	0.7156	NPC478075
Intermediate Similarity	0.7143	NPC475215
Intermediate Similarity	0.7143	NPC156728
Intermediate Similarity	0.7143	NPC108434
Intermediate Similarity	0.7143	NPC244606
Intermediate Similarity	0.7136	NPC281629
Intermediate Similarity	0.713	NPC24019
Intermediate Similarity	0.713	NPC471531
Intermediate Similarity	0.7119	NPC113455
Intermediate Similarity	0.7105	NPC115588
Intermediate Similarity	0.7103	NPC193906
Intermediate Similarity	0.7103	NPC23080
Intermediate Similarity	0.7101	NPC120239
Intermediate Similarity	0.7097	NPC329480
Intermediate Similarity	0.7095	NPC474904
Intermediate Similarity	0.7085	NPC135006
Intermediate Similarity	0.7082	NPC160113
Intermediate Similarity	0.7082	NPC476220
Intermediate Similarity	0.7078	NPC16249
Intermediate Similarity	0.7077	NPC119669
Intermediate Similarity	0.7072	NPC119722
Intermediate Similarity	0.7067	NPC249405
Intermediate Similarity	0.7064	NPC475147
Intermediate Similarity	0.7054	NPC67401
Intermediate Similarity	0.7048	NPC477186
Intermediate Similarity	0.7043	NPC157931
Intermediate Similarity	0.7042	NPC270515
Intermediate Similarity	0.7039	NPC287588
Intermediate Similarity	0.7037	NPC25897
Intermediate Similarity	0.7037	NPC303374
Intermediate Similarity	0.7037	NPC127178
Intermediate Similarity	0.7033	NPC276120
Intermediate Similarity	0.7031	NPC9373
Intermediate Similarity	0.703	NPC42549
Intermediate Similarity	0.703	NPC268503
Intermediate Similarity	0.703	NPC240841
Intermediate Similarity	0.703	NPC250846
Intermediate Similarity	0.703	NPC256012
Intermediate Similarity	0.703	NPC317272
Intermediate Similarity	0.7028	NPC79213
Intermediate Similarity	0.7022	NPC313327
Intermediate Similarity	0.702	NPC57512
Intermediate Similarity	0.702	NPC247639
Intermediate Similarity	0.702	NPC25084
Intermediate Similarity	0.7015	NPC476569
Intermediate Similarity	0.7014	NPC174122
Intermediate Similarity	0.7014	NPC64140
Intermediate Similarity	0.7014	NPC312531
Intermediate Similarity	0.7012	NPC323858
Remote Similarity	0.6996	NPC49547
Remote Similarity	0.6992	NPC191489
Remote Similarity	0.6982	NPC25961
Remote Similarity	0.6982	NPC269449
Remote Similarity	0.6977	NPC24228
Remote Similarity	0.6967	NPC477259
Remote Similarity	0.6967	NPC169387
Remote Similarity	0.6967	NPC234069
Remote Similarity	0.6966	NPC22481
Remote Similarity	0.6962	NPC476258
Remote Similarity	0.6962	NPC304837
Remote Similarity	0.6961	NPC66573
Remote Similarity	0.6959	NPC242728
Remote Similarity	0.6954	NPC476580
Remote Similarity	0.6954	NPC58661
Remote Similarity	0.695	NPC216816
Remote Similarity	0.6948	NPC41122
Remote Similarity	0.6948	NPC318805
Remote Similarity	0.6946	NPC15406
Remote Similarity	0.6943	NPC280272
Remote Similarity	0.6942	NPC4669
Remote Similarity	0.694	NPC194740
Remote Similarity	0.694	NPC471762
Remote Similarity	0.6938	NPC195538
Remote Similarity	0.6938	NPC179704
Remote Similarity	0.6937	NPC475133
Remote Similarity	0.6936	NPC90875
Remote Similarity	0.6936	NPC253675
Remote Similarity	0.6934	NPC29531
Remote Similarity	0.6934	NPC208890
Remote Similarity	0.6933	NPC210296
Remote Similarity	0.6931	NPC233650
Remote Similarity	0.6926	NPC470018
Remote Similarity	0.6923	NPC233334
Remote Similarity	0.692	NPC151171
Remote Similarity	0.691	NPC278525
Remote Similarity	0.6907	NPC108342
Remote Similarity	0.6906	NPC470020
Remote Similarity	0.6906	NPC290689
Remote Similarity	0.6905	NPC476202
Remote Similarity	0.6904	NPC476568
Remote Similarity	0.69	NPC93653
Remote Similarity	0.6898	NPC144314
Remote Similarity	0.6897	NPC74575
Remote Similarity	0.6897	NPC257851
Remote Similarity	0.6897	NPC121275
Remote Similarity	0.6897	NPC284183
Remote Similarity	0.6897	NPC134858
Remote Similarity	0.6897	NPC4138
Remote Similarity	0.6895	NPC311357
Remote Similarity	0.6888	NPC207824
Remote Similarity	0.6888	NPC60538
Remote Similarity	0.6884	NPC187022
Remote Similarity	0.6884	NPC198401
Remote Similarity	0.6884	NPC80129
Remote Similarity	0.6884	NPC471563
Remote Similarity	0.6884	NPC469815
Remote Similarity	0.6884	NPC469816
Remote Similarity	0.6884	NPC256124
Remote Similarity	0.6881	NPC153631
Remote Similarity	0.6881	NPC24954
Remote Similarity	0.688	NPC100734
Remote Similarity	0.688	NPC315634
Remote Similarity	0.688	NPC88923
Remote Similarity	0.6878	NPC73280
Remote Similarity	0.6878	NPC189903
Remote Similarity	0.6878	NPC182907
Remote Similarity	0.6866	NPC191863
Remote Similarity	0.6866	NPC289776
Remote Similarity	0.6866	NPC100863
Remote Similarity	0.6866	NPC133470
Remote Similarity	0.6866	NPC50548
Remote Similarity	0.6864	NPC39370
Remote Similarity	0.6863	NPC81247
Remote Similarity	0.6863	NPC35627
Remote Similarity	0.6863	NPC476573
Remote Similarity	0.6861	NPC46990
Remote Similarity	0.686	NPC256935
Remote Similarity	0.6855	NPC89549
Remote Similarity	0.6853	NPC285254
Remote Similarity	0.6853	NPC478189
Remote Similarity	0.6853	NPC476436
Remote Similarity	0.6852	NPC470023
Remote Similarity	0.6852	NPC149962
Remote Similarity	0.6851	NPC473186
Remote Similarity	0.685	NPC126519
Remote Similarity	0.685	NPC203784
Remote Similarity	0.685	NPC170503
Remote Similarity	0.6844	NPC159815
Remote Similarity	0.6844	NPC470481
Remote Similarity	0.6844	NPC470482
Remote Similarity	0.684	NPC249996
Remote Similarity	0.6829	NPC150879
Remote Similarity	0.6829	NPC210140
Remote Similarity	0.6826	NPC7560
Remote Similarity	0.6824	NPC13249
Remote Similarity	0.6824	NPC248903
Remote Similarity	0.6822	NPC11296
Remote Similarity	0.6822	NPC48490
Remote Similarity	0.6822	NPC274661
Remote Similarity	0.6822	NPC82457

Drug Structure

NPD8149 OpenBabel08211713002D 50 55 0 0 0 0 0 0 0 0999 V2000 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.8564 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -14.7224 -0.5000 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 2.5981 -0.5000 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 -5.1962 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 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 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 2.5000 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 -6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -1.5000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 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 1.7321 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 -11.2583 -1.5000 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 -11.2583 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.9904 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.9904 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 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 -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 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 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -0.5000 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 -0.8660 2.5000 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 -13.8564 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -13.8564 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 42 1 0 0 0 0 2 47 1 0 0 0 0 3 48 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 8 1 0 0 0 0 6 9 2 0 0 0 0 7 10 2 0 0 0 0 7 11 1 0 0 0 0 8 27 2 0 0 0 0 9 27 1 0 0 0 0 10 28 1 0 0 0 0 11 30 2 0 0 0 0 12 14 1 0 0 0 0 12 26 2 0 0 0 0 13 15 2 0 0 0 0 13 26 1 0 0 0 0 14 32 2 0 0 0 0 15 32 1 0 0 0 0 16 18 1 0 0 0 0 16 26 1 0 0 0 0 17 19 1 0 0 0 0 17 29 1 0 0 0 0 18 43 1 0 0 0 0 19 43 1 0 0 0 0 20 28 2 0 0 0 0 20 30 1 0 0 0 0 21 28 1 0 0 0 0 21 33 2 0 0 0 0 22 27 1 0 0 0 0 22 34 2 0 0 0 0 23 29 2 0 0 0 0 23 35 1 0 0 0 0 24 31 2 0 0 0 0 24 36 1 0 0 0 0 25 31 1 0 0 0 0 25 43 1 0 0 0 0 29 31 1 0 0 0 0 30 37 1 0 0 0 0 32 40 1 0 0 0 0 33 39 1 0 0 0 0 33 41 1 0 0 0 0 34 38 1 0 0 0 0 34 42 1 0 0 0 0 35 36 2 0 0 0 0 35 47 1 0 0 0 0 36 48 1 0 0 0 0 37 40 1 0 0 0 0 37 44 2 0 0 0 0 38 41 2 0 0 0 0 38 45 1 0 0 0 0 39 42 1 0 0 0 0 39 46 2 0 0 0 0 40 49 1 0 0 0 0 45 50 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006881
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	642.28
ALogP	-0.7513
MLogP	4.76
XLogP	8.998
HDA	7
HBD	2
Rotatable Bonds	14
TPSA	103.7
RO5 Violation	1