NPASS drugs

Drug Information

Drug ID:	NPD8463
Drug Name:
Molecular Formula:	C46H58ClN5O8
Canonical SMILES:	CCCN(C(=O)C(N=C(c1ccccc1)O)CCC(=O)OCCCN1CCN(CC1)CCOC(=O)Cc1c2cc(OC)ccc2n(c1C)C(=O)c1ccc(cc1)Cl)CCC
Standard InCHI:	InChI=1S/C46H58ClN5O8/c1-5-21-51(22-6-2)46(57)40(48-44(55)34-11-8-7-9-12-34)18-20-42(53)59-29-10-23-49-24-26-50(27-25-49)28-30-60-43(54)32-38-33(3)52(41-19-17-37(58-4)31-39(38)41)45(56)35-13-15-36(47)16-14-35/h7-9,11-17,19,31,40H,5-6,10,18,20-30,32H2,1-4H3,(H,48,55)
Standard InCHIKey:	PTXGHCGBYMQQIG-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8463

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	344
0.1-0.2	1764
0.2-0.3	8628
0.3-0.4	4671
0.4-0.5	11588
0.5-0.6	2398
0.6-0.7	1323
0.7-0.8	174
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	0.7974	NPC472099
Intermediate Similarity	0.7904	NPC472098
Intermediate Similarity	0.7833	NPC323198
Intermediate Similarity	0.7686	NPC329631
Intermediate Similarity	0.7673	NPC475816
Intermediate Similarity	0.7619	NPC329982
Intermediate Similarity	0.7609	NPC53344
Intermediate Similarity	0.7593	NPC311906
Intermediate Similarity	0.7552	NPC157931
Intermediate Similarity	0.7521	NPC194740
Intermediate Similarity	0.7521	NPC264176
Intermediate Similarity	0.752	NPC285343
Intermediate Similarity	0.7509	NPC116701
Intermediate Similarity	0.749	NPC474183
Intermediate Similarity	0.7489	NPC74562
Intermediate Similarity	0.7489	NPC151781
Intermediate Similarity	0.7489	NPC316181
Intermediate Similarity	0.7473	NPC9482
Intermediate Similarity	0.7457	NPC321428
Intermediate Similarity	0.7448	NPC128115
Intermediate Similarity	0.7429	NPC475720
Intermediate Similarity	0.7429	NPC474192
Intermediate Similarity	0.7426	NPC152768
Intermediate Similarity	0.7426	NPC148183
Intermediate Similarity	0.7422	NPC478083
Intermediate Similarity	0.7414	NPC472111
Intermediate Similarity	0.7403	NPC191489
Intermediate Similarity	0.7398	NPC220852
Intermediate Similarity	0.7398	NPC284888
Intermediate Similarity	0.7382	NPC270918
Intermediate Similarity	0.7382	NPC193238
Intermediate Similarity	0.7379	NPC184680
Intermediate Similarity	0.7368	NPC39370
Intermediate Similarity	0.7366	NPC24370
Intermediate Similarity	0.7366	NPC319232
Intermediate Similarity	0.7364	NPC96321
Intermediate Similarity	0.7364	NPC303658
Intermediate Similarity	0.7358	NPC473186
Intermediate Similarity	0.7356	NPC315634
Intermediate Similarity	0.7356	NPC88923
Intermediate Similarity	0.7356	NPC100734
Intermediate Similarity	0.7349	NPC470785
Intermediate Similarity	0.7349	NPC470784
Intermediate Similarity	0.7339	NPC300156
Intermediate Similarity	0.7336	NPC478078
Intermediate Similarity	0.7336	NPC124920
Intermediate Similarity	0.7336	NPC118559
Intermediate Similarity	0.7336	NPC34580
Intermediate Similarity	0.7336	NPC304307
Intermediate Similarity	0.7333	NPC67401
Intermediate Similarity	0.7333	NPC181081
Intermediate Similarity	0.7333	NPC473800
Intermediate Similarity	0.7328	NPC476098
Intermediate Similarity	0.7325	NPC21638
Intermediate Similarity	0.7309	NPC15801
Intermediate Similarity	0.7306	NPC100547
Intermediate Similarity	0.7304	NPC280714
Intermediate Similarity	0.7297	NPC478006
Intermediate Similarity	0.7292	NPC184408
Intermediate Similarity	0.728	NPC82472
Intermediate Similarity	0.7277	NPC82548
Intermediate Similarity	0.7276	NPC95240
Intermediate Similarity	0.7276	NPC223409
Intermediate Similarity	0.7276	NPC322135
Intermediate Similarity	0.7269	NPC477549
Intermediate Similarity	0.7265	NPC257851
Intermediate Similarity	0.7265	NPC261251
Intermediate Similarity	0.7258	NPC323752
Intermediate Similarity	0.725	NPC312645
Intermediate Similarity	0.725	NPC305984
Intermediate Similarity	0.7248	NPC478080
Intermediate Similarity	0.7247	NPC14288
Intermediate Similarity	0.724	NPC28945
Intermediate Similarity	0.7238	NPC16066
Intermediate Similarity	0.7236	NPC471762
Intermediate Similarity	0.7235	NPC478010
Intermediate Similarity	0.7235	NPC478009
Intermediate Similarity	0.7231	NPC284685
Intermediate Similarity	0.7231	NPC323969
Intermediate Similarity	0.7231	NPC129897
Intermediate Similarity	0.7229	NPC253675
Intermediate Similarity	0.7224	NPC214142
Intermediate Similarity	0.7222	NPC477066
Intermediate Similarity	0.7222	NPC475844
Intermediate Similarity	0.7218	NPC54803
Intermediate Similarity	0.7218	NPC321592
Intermediate Similarity	0.7208	NPC469928
Intermediate Similarity	0.7202	NPC280799
Intermediate Similarity	0.72	NPC272549
Intermediate Similarity	0.7195	NPC186351
Intermediate Similarity	0.7194	NPC473540
Intermediate Similarity	0.7194	NPC478081
Intermediate Similarity	0.7191	NPC45190
Intermediate Similarity	0.719	NPC315804
Intermediate Similarity	0.719	NPC288987
Intermediate Similarity	0.719	NPC313804
Intermediate Similarity	0.7185	NPC87413
Intermediate Similarity	0.7184	NPC473449
Intermediate Similarity	0.7183	NPC477586
Intermediate Similarity	0.7183	NPC477590
Intermediate Similarity	0.7183	NPC477588
Intermediate Similarity	0.7183	NPC477585
Intermediate Similarity	0.7181	NPC303374
Intermediate Similarity	0.7177	NPC474688
Intermediate Similarity	0.7177	NPC300114
Intermediate Similarity	0.7173	NPC469589
Intermediate Similarity	0.7167	NPC477979
Intermediate Similarity	0.7166	NPC274640
Intermediate Similarity	0.7166	NPC66777
Intermediate Similarity	0.7165	NPC75179
Intermediate Similarity	0.716	NPC165964
Intermediate Similarity	0.716	NPC33064
Intermediate Similarity	0.716	NPC245055
Intermediate Similarity	0.7148	NPC17437
Intermediate Similarity	0.7143	NPC471304
Intermediate Similarity	0.7137	NPC326363
Intermediate Similarity	0.7132	NPC227824
Intermediate Similarity	0.7132	NPC315467
Intermediate Similarity	0.7126	NPC478082
Intermediate Similarity	0.7126	NPC477067
Intermediate Similarity	0.7126	NPC72905
Intermediate Similarity	0.7125	NPC39500
Intermediate Similarity	0.7125	NPC89508
Intermediate Similarity	0.7124	NPC194040
Intermediate Similarity	0.7117	NPC169716
Intermediate Similarity	0.7115	NPC472435
Intermediate Similarity	0.7103	NPC477587
Intermediate Similarity	0.7103	NPC477589
Intermediate Similarity	0.7099	NPC472436
Intermediate Similarity	0.7088	NPC318068
Intermediate Similarity	0.7085	NPC470018
Intermediate Similarity	0.7085	NPC279589
Intermediate Similarity	0.7085	NPC172355
Intermediate Similarity	0.7082	NPC161801
Intermediate Similarity	0.7073	NPC205372
Intermediate Similarity	0.7071	NPC269367
Intermediate Similarity	0.7071	NPC470020
Intermediate Similarity	0.707	NPC260909
Intermediate Similarity	0.707	NPC208522
Intermediate Similarity	0.7066	NPC316110
Intermediate Similarity	0.7066	NPC315893
Intermediate Similarity	0.7066	NPC137353
Intermediate Similarity	0.7066	NPC313587
Intermediate Similarity	0.7064	NPC295898
Intermediate Similarity	0.7061	NPC60621
Intermediate Similarity	0.7059	NPC45048
Intermediate Similarity	0.7046	NPC474145
Intermediate Similarity	0.7046	NPC472286
Intermediate Similarity	0.7046	NPC472287
Intermediate Similarity	0.7046	NPC475841
Intermediate Similarity	0.7045	NPC97746
Intermediate Similarity	0.704	NPC474701
Intermediate Similarity	0.7034	NPC223427
Intermediate Similarity	0.7033	NPC144452
Intermediate Similarity	0.7033	NPC478141
Intermediate Similarity	0.7031	NPC188400
Intermediate Similarity	0.7028	NPC33949
Intermediate Similarity	0.7026	NPC245916
Intermediate Similarity	0.7025	NPC478157
Intermediate Similarity	0.7025	NPC118228
Intermediate Similarity	0.7024	NPC325976
Intermediate Similarity	0.7023	NPC53534
Intermediate Similarity	0.702	NPC148889
Intermediate Similarity	0.702	NPC174760
Intermediate Similarity	0.7017	NPC315545
Intermediate Similarity	0.7017	NPC314297
Intermediate Similarity	0.7017	NPC4687
Intermediate Similarity	0.7013	NPC230403
Intermediate Similarity	0.7011	NPC314882
Intermediate Similarity	0.7011	NPC244543
Intermediate Similarity	0.7008	NPC281049
Intermediate Similarity	0.7008	NPC131885
Intermediate Similarity	0.7008	NPC473041
Intermediate Similarity	0.7	NPC133609
Remote Similarity	0.6996	NPC322064
Remote Similarity	0.6992	NPC57398
Remote Similarity	0.6992	NPC152620
Remote Similarity	0.6992	NPC211813
Remote Similarity	0.6988	NPC140296
Remote Similarity	0.6987	NPC39679
Remote Similarity	0.6987	NPC287208
Remote Similarity	0.6985	NPC195788
Remote Similarity	0.6985	NPC237901
Remote Similarity	0.6984	NPC473105
Remote Similarity	0.6983	NPC317752
Remote Similarity	0.698	NPC74360
Remote Similarity	0.6977	NPC469734
Remote Similarity	0.6976	NPC179287
Remote Similarity	0.6975	NPC313796
Remote Similarity	0.6975	NPC313345
Remote Similarity	0.6975	NPC315638
Remote Similarity	0.6975	NPC314855
Remote Similarity	0.6974	NPC478011
Remote Similarity	0.6974	NPC478012
Remote Similarity	0.6973	NPC189079
Remote Similarity	0.6972	NPC260434
Remote Similarity	0.6971	NPC187501
Remote Similarity	0.6971	NPC146418
Remote Similarity	0.6969	NPC6786
Remote Similarity	0.6969	NPC177056

Drug Structure

NPD8463 OpenBabel08211713022D 61 65 0 0 1 0 0 0 0 0999 V2000 12.3410 -8.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8769 -5.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7213 0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4052 -3.9271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.4750 -9.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7429 -6.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.8051 -4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.9391 -4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.8051 -5.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8769 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.0731 -4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.9391 -6.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2257 2.6361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1756 1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3621 3.4451 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7634 2.4271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7872 -2.0250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6090 -5.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -1.0739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6090 -4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6090 -8.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7429 -7.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0109 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 -3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 -3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8769 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1399 -2.5602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.0731 -5.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1810 1.7226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3566 3.3406 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1180 -2.7681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.4750 -6.2024 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7429 -4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.2070 -6.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.4750 -7.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9444 4.1496 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 12.3410 -5.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 -1.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 -2.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.6090 -7.7024 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 8.8769 -4.7024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 -0.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.2070 -7.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 1.0181 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.3410 -7.7024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4271 -3.7192 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.7429 -3.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 -1.7024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.0731 -7.7024 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 33 1 0 0 0 0 4 58 1 0 0 0 0 5 21 1 0 0 0 0 6 22 1 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 8 11 1 0 0 0 0 9 12 2 0 0 0 0 10 23 1 0 0 0 0 10 29 1 0 0 0 0 11 34 2 0 0 0 0 12 34 1 0 0 0 0 13 15 1 0 0 0 0 13 35 2 0 0 0 0 14 16 2 0 0 0 0 14 35 1 0 0 0 0 15 36 2 0 0 0 0 16 36 1 0 0 0 0 17 19 2 0 0 0 0 17 37 1 0 0 0 0 18 20 1 0 0 0 0 18 40 1 0 0 0 0 19 41 1 0 0 0 0 20 42 1 0 0 0 0 21 51 1 0 0 0 0 22 51 1 0 0 0 0 23 49 1 0 0 0 0 24 26 1 0 0 0 0 24 49 1 0 0 0 0 25 27 1 0 0 0 0 25 49 1 0 0 0 0 26 50 1 0 0 0 0 27 50 1 0 0 0 0 28 30 1 0 0 0 0 28 50 1 0 0 0 0 29 59 1 0 0 0 0 30 60 1 0 0 0 0 31 37 2 0 0 0 0 31 39 1 0 0 0 0 32 38 1 0 0 0 0 32 43 1 0 0 0 0 33 38 2 0 0 0 0 33 52 1 0 0 0 0 34 44 1 0 0 0 0 35 45 1 0 0 0 0 36 47 1 0 0 0 0 37 58 1 0 0 0 0 38 39 1 0 0 0 0 39 41 2 0 0 0 0 40 46 1 0 0 0 0 40 48 1 0 0 0 0 41 52 1 0 0 0 0 42 53 2 0 0 0 0 42 59 1 0 0 0 0 43 54 2 0 0 0 0 43 60 1 0 0 0 0 44 48 2 3 0 0 0 44 55 1 0 0 0 0 45 52 1 0 0 0 0 45 56 2 0 0 0 0 46 51 1 0 0 0 0 46 57 2 0 0 0 0 55 61 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010614
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	843.40
ALogP	-1.3959
MLogP	4.98
XLogP	7.557
HDA	12
HBD	1
Rotatable Bonds	31
TPSA	143.21
RO5 Violation	3