NPASS drugs

Drug Information

Drug ID:	NPD5602
Drug Name:
Molecular Formula:	C23H27N3O3
Canonical SMILES:	COc1cc2C(=N[C@H]3[C@@H](c2cc1OC)CN(CC3)C)c1ccc(cc1)N=C(O)C
Standard InCHI:	InChI=1S/C23H27N3O3/c1-14(27)24-16-7-5-15(6-8-16)23-18-12-22(29-4)21(28-3)11-17(18)19-13-26(2)10-9-20(19)25-23/h5-8,11-12,19-20H,9-10,13H2,1-4H3,(H,24,27)/t19-,20-/m1/s1
Standard InCHIKey:	DCDXHGMCXGHXBM-WOJBJXKFSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5602

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	266
0.1-0.2	1266
0.2-0.3	6546
0.3-0.4	6033
0.4-0.5	6487
0.5-0.6	8234
0.6-0.7	1568
0.7-0.8	474
0.8-0.85	13
0.85-0.9	3
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
High Similarity	0.865	NPC216816
High Similarity	0.8512	NPC66573
High Similarity	0.8509	NPC476568
Intermediate Similarity	0.8165	NPC314682
Intermediate Similarity	0.8137	NPC185838
Intermediate Similarity	0.8113	NPC474915
Intermediate Similarity	0.8113	NPC328750
Intermediate Similarity	0.8113	NPC188163
Intermediate Similarity	0.8113	NPC213206
Intermediate Similarity	0.8046	NPC285941
Intermediate Similarity	0.8037	NPC179825
Intermediate Similarity	0.8037	NPC321505
Intermediate Similarity	0.8037	NPC191376
Intermediate Similarity	0.8012	NPC136860
Intermediate Similarity	0.8012	NPC128019
Intermediate Similarity	0.8012	NPC476567
Intermediate Similarity	0.7988	NPC135538
Intermediate Similarity	0.7988	NPC428
Intermediate Similarity	0.7988	NPC246587
Intermediate Similarity	0.7988	NPC147390
Intermediate Similarity	0.7988	NPC24233
Intermediate Similarity	0.7988	NPC476571
Intermediate Similarity	0.7988	NPC7467
Intermediate Similarity	0.7933	NPC33902
Intermediate Similarity	0.7933	NPC276674
Intermediate Similarity	0.7927	NPC476151
Intermediate Similarity	0.7927	NPC16107
Intermediate Similarity	0.7927	NPC210437
Intermediate Similarity	0.7927	NPC106295
Intermediate Similarity	0.7927	NPC51957
Intermediate Similarity	0.7927	NPC476144
Intermediate Similarity	0.7895	NPC24954
Intermediate Similarity	0.7892	NPC192768
Intermediate Similarity	0.7892	NPC97221
Intermediate Similarity	0.7892	NPC88249
Intermediate Similarity	0.7892	NPC151895
Intermediate Similarity	0.7892	NPC220858
Intermediate Similarity	0.7877	NPC476202
Intermediate Similarity	0.7844	NPC326316
Intermediate Similarity	0.7844	NPC81733
Intermediate Similarity	0.7831	NPC60538
Intermediate Similarity	0.7831	NPC477565
Intermediate Similarity	0.7831	NPC103379
Intermediate Similarity	0.7831	NPC207824
Intermediate Similarity	0.7821	NPC195538
Intermediate Similarity	0.7814	NPC133140
Intermediate Similarity	0.7814	NPC195268
Intermediate Similarity	0.7811	NPC276588
Intermediate Similarity	0.7811	NPC249797
Intermediate Similarity	0.7811	NPC110416
Intermediate Similarity	0.7811	NPC39701
Intermediate Similarity	0.7811	NPC93593
Intermediate Similarity	0.7811	NPC193949
Intermediate Similarity	0.7811	NPC127674
Intermediate Similarity	0.7811	NPC278799
Intermediate Similarity	0.7811	NPC204828
Intermediate Similarity	0.7811	NPC189266
Intermediate Similarity	0.7811	NPC54379
Intermediate Similarity	0.7811	NPC295691
Intermediate Similarity	0.7811	NPC2413
Intermediate Similarity	0.7811	NPC172765
Intermediate Similarity	0.7811	NPC469817
Intermediate Similarity	0.7811	NPC5238
Intermediate Similarity	0.7811	NPC207757
Intermediate Similarity	0.7811	NPC184026
Intermediate Similarity	0.7809	NPC190461
Intermediate Similarity	0.779	NPC249996
Intermediate Similarity	0.7771	NPC475959
Intermediate Similarity	0.7754	NPC476578
Intermediate Similarity	0.7754	NPC476582
Intermediate Similarity	0.7754	NPC4071
Intermediate Similarity	0.7747	NPC320088
Intermediate Similarity	0.7738	NPC76213
Intermediate Similarity	0.7738	NPC277669
Intermediate Similarity	0.7733	NPC166014
Intermediate Similarity	0.7733	NPC27410
Intermediate Similarity	0.773	NPC85381
Intermediate Similarity	0.7725	NPC92541
Intermediate Similarity	0.7725	NPC219162
Intermediate Similarity	0.7717	NPC41122
Intermediate Similarity	0.7717	NPC318805
Intermediate Similarity	0.7706	NPC80129
Intermediate Similarity	0.7706	NPC187022
Intermediate Similarity	0.7688	NPC11147
Intermediate Similarity	0.768	NPC249405
Intermediate Similarity	0.7661	NPC247639
Intermediate Similarity	0.7661	NPC25084
Intermediate Similarity	0.7661	NPC146288
Intermediate Similarity	0.7658	NPC476570
Intermediate Similarity	0.7654	NPC265383
Intermediate Similarity	0.765	NPC477186
Intermediate Similarity	0.7644	NPC36229
Intermediate Similarity	0.7644	NPC476581
Intermediate Similarity	0.7644	NPC16452
Intermediate Similarity	0.7627	NPC312872
Intermediate Similarity	0.7616	NPC476572
Intermediate Similarity	0.7611	NPC260118
Intermediate Similarity	0.761	NPC118419
Intermediate Similarity	0.7609	NPC474904
Intermediate Similarity	0.7605	NPC144863
Intermediate Similarity	0.7605	NPC95075
Intermediate Similarity	0.7605	NPC90844
Intermediate Similarity	0.7605	NPC253883
Intermediate Similarity	0.7602	NPC216459
Intermediate Similarity	0.7602	NPC41178
Intermediate Similarity	0.7602	NPC138487
Intermediate Similarity	0.7602	NPC99659
Intermediate Similarity	0.7602	NPC325871
Intermediate Similarity	0.76	NPC284183
Intermediate Similarity	0.76	NPC4138
Intermediate Similarity	0.76	NPC121275
Intermediate Similarity	0.7595	NPC160193
Intermediate Similarity	0.7593	NPC193528
Intermediate Similarity	0.759	NPC130926
Intermediate Similarity	0.7588	NPC26601
Intermediate Similarity	0.7588	NPC233029
Intermediate Similarity	0.7588	NPC210148
Intermediate Similarity	0.7588	NPC476580
Intermediate Similarity	0.7574	NPC274026
Intermediate Similarity	0.7572	NPC111485
Intermediate Similarity	0.7569	NPC192939
Intermediate Similarity	0.7569	NPC215747
Intermediate Similarity	0.7569	NPC311936
Intermediate Similarity	0.7561	NPC470925
Intermediate Similarity	0.756	NPC130941
Intermediate Similarity	0.7558	NPC170503
Intermediate Similarity	0.7558	NPC203784
Intermediate Similarity	0.7558	NPC126519
Intermediate Similarity	0.7557	NPC250846
Intermediate Similarity	0.7557	NPC42549
Intermediate Similarity	0.7557	NPC268503
Intermediate Similarity	0.7557	NPC240841
Intermediate Similarity	0.7557	NPC256012
Intermediate Similarity	0.7557	NPC317272
Intermediate Similarity	0.7556	NPC287588
Intermediate Similarity	0.7553	NPC234318
Intermediate Similarity	0.7551	NPC112206
Intermediate Similarity	0.7551	NPC202605
Intermediate Similarity	0.7544	NPC477564
Intermediate Similarity	0.7544	NPC2295
Intermediate Similarity	0.7543	NPC324144
Intermediate Similarity	0.7529	NPC477559
Intermediate Similarity	0.7529	NPC232924
Intermediate Similarity	0.7529	NPC160298
Intermediate Similarity	0.7529	NPC266753
Intermediate Similarity	0.7529	NPC306902
Intermediate Similarity	0.7527	NPC119579
Intermediate Similarity	0.7526	NPC477019
Intermediate Similarity	0.7516	NPC301713
Intermediate Similarity	0.7514	NPC312531
Intermediate Similarity	0.7514	NPC158376
Intermediate Similarity	0.7514	NPC471604
Intermediate Similarity	0.7514	NPC306555
Intermediate Similarity	0.7514	NPC205421
Intermediate Similarity	0.7514	NPC12053
Intermediate Similarity	0.7514	NPC474931
Intermediate Similarity	0.7514	NPC145832
Intermediate Similarity	0.7514	NPC298979
Intermediate Similarity	0.7514	NPC81218
Intermediate Similarity	0.7514	NPC117188
Intermediate Similarity	0.75	NPC212794
Intermediate Similarity	0.75	NPC136508
Intermediate Similarity	0.75	NPC78222
Intermediate Similarity	0.75	NPC13504
Intermediate Similarity	0.75	NPC253043
Intermediate Similarity	0.75	NPC477563
Intermediate Similarity	0.75	NPC276944
Intermediate Similarity	0.75	NPC238530
Intermediate Similarity	0.75	NPC196447
Intermediate Similarity	0.75	NPC232514
Intermediate Similarity	0.75	NPC96603
Intermediate Similarity	0.75	NPC306843
Intermediate Similarity	0.7487	NPC31930
Intermediate Similarity	0.7486	NPC28425
Intermediate Similarity	0.7485	NPC133011
Intermediate Similarity	0.7485	NPC253429
Intermediate Similarity	0.7485	NPC82285
Intermediate Similarity	0.7475	NPC280272
Intermediate Similarity	0.7474	NPC313189
Intermediate Similarity	0.7468	NPC172403
Intermediate Similarity	0.7458	NPC68328
Intermediate Similarity	0.7458	NPC81247
Intermediate Similarity	0.7458	NPC35627
Intermediate Similarity	0.7458	NPC13916
Intermediate Similarity	0.7458	NPC476573
Intermediate Similarity	0.7458	NPC264850
Intermediate Similarity	0.7457	NPC186063
Intermediate Similarity	0.7457	NPC31311
Intermediate Similarity	0.7457	NPC234392
Intermediate Similarity	0.7457	NPC57512
Intermediate Similarity	0.7457	NPC147091
Intermediate Similarity	0.7449	NPC290689
Intermediate Similarity	0.7443	NPC1229
Intermediate Similarity	0.7443	NPC475393
Intermediate Similarity	0.7443	NPC233650
Intermediate Similarity	0.7435	NPC127178
Intermediate Similarity	0.7432	NPC179704
Intermediate Similarity	0.743	NPC109925
Intermediate Similarity	0.7427	NPC8337
Intermediate Similarity	0.7427	NPC85747

Drug Structure

NPD5602 OpenBabel08211708292D 30 33 0 0 1 0 0 0 0 0999 V2000 5.1962 -3.0000 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 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 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 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 2.5981 -1.5000 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 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 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 -1.7321 2.0000 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 1.7321 -0.0000 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 -0.0000 2.0000 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 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 3.5000 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 0.5000 0.0000 C 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 -2.5981 1.5000 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 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 26 1 0 0 0 0 3 28 1 0 0 0 0 4 29 1 0 0 0 0 5 7 1 0 0 0 0 5 15 2 0 0 0 0 6 8 2 0 0 0 0 6 15 1 0 0 0 0 7 16 2 0 0 0 0 8 16 1 0 0 0 0 9 10 1 0 0 0 0 10 26 1 0 0 0 0 11 17 2 0 0 0 0 11 21 1 0 0 0 0 12 18 2 0 0 0 0 12 22 1 0 0 0 0 13 26 1 0 0 0 0 14 24 2 3 0 0 0 14 27 1 0 0 0 0 15 23 1 0 0 0 0 16 24 1 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 18 23 1 0 0 0 0 19 13 1 6 0 0 0 19 20 1 0 0 0 0 20 9 1 6 0 0 0 20 25 1 0 0 0 0 21 22 2 0 0 0 0 21 28 1 0 0 0 0 22 29 1 0 0 0 0 23 25 2 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010939
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6438805
ChEBI
CAS Number

Drug Properties

Molecular Weight	393.21
ALogP	-0.8988
MLogP	3.33
XLogP	3.379
HDA	4
HBD	1
Rotatable Bonds	9
TPSA	66.65
RO5 Violation	0