NPASS drugs

Drug Information

Drug ID:	NPD8102
Drug Name:	CP-331
Molecular Formula:	C38H44ClN3O6S
Canonical SMILES:	COc1ccc2c(c1)c(CC(=O)OCCSCC(=NCCCOc1cccc(c1)CN1CCCCC1)O)c(n2C(=O)c1ccc(cc1)Cl)C
Standard InCHI:	InChI=1S/C38H44ClN3O6S/c1-27-33(34-23-31(46-2)14-15-35(34)42(27)38(45)29-10-12-30(39)13-11-29)24-37(44)48-20-21-49-26-36(43)40-16-7-19-47-32-9-6-8-28(22-32)25-41-17-4-3-5-18-41/h6,8-15,22-23H,3-5,7,16-21,24-26H2,1-2H3,(H,40,43)
Standard InCHIKey:	SWFXMFDHMPMWMA-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8102

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	339
0.1-0.2	1899
0.2-0.3	9202
0.3-0.4	4152
0.4-0.5	11682
0.5-0.6	2430
0.6-0.7	1104
0.7-0.8	82
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	0.7807	NPC472098
Intermediate Similarity	0.7802	NPC472099
Intermediate Similarity	0.7511	NPC16066
Intermediate Similarity	0.7468	NPC280799
Intermediate Similarity	0.7467	NPC300156
Intermediate Similarity	0.746	NPC329982
Intermediate Similarity	0.7458	NPC157931
Intermediate Similarity	0.7449	NPC329631
Intermediate Similarity	0.7439	NPC475816
Intermediate Similarity	0.7427	NPC311906
Intermediate Similarity	0.7415	NPC96321
Intermediate Similarity	0.735	NPC264176
Intermediate Similarity	0.7339	NPC269367
Intermediate Similarity	0.7336	NPC474192
Intermediate Similarity	0.7336	NPC475720
Intermediate Similarity	0.7333	NPC478083
Intermediate Similarity	0.7331	NPC152768
Intermediate Similarity	0.7331	NPC148183
Intermediate Similarity	0.7316	NPC45190
Intermediate Similarity	0.7284	NPC53344
Intermediate Similarity	0.7284	NPC193238
Intermediate Similarity	0.7276	NPC39370
Intermediate Similarity	0.7265	NPC473186
Intermediate Similarity	0.7253	NPC82548
Intermediate Similarity	0.7246	NPC316181
Intermediate Similarity	0.7246	NPC151781
Intermediate Similarity	0.7246	NPC74562
Intermediate Similarity	0.7243	NPC478078
Intermediate Similarity	0.7241	NPC472111
Intermediate Similarity	0.7211	NPC188400
Intermediate Similarity	0.721	NPC321428
Intermediate Similarity	0.7208	NPC128115
Intermediate Similarity	0.7206	NPC253675
Intermediate Similarity	0.7205	NPC280714
Intermediate Similarity	0.72	NPC477066
Intermediate Similarity	0.7191	NPC471304
Intermediate Similarity	0.7191	NPC470020
Intermediate Similarity	0.7181	NPC191489
Intermediate Similarity	0.7171	NPC473540
Intermediate Similarity	0.7171	NPC478081
Intermediate Similarity	0.7167	NPC298436
Intermediate Similarity	0.7166	NPC323198
Intermediate Similarity	0.7161	NPC87413
Intermediate Similarity	0.716	NPC478080
Intermediate Similarity	0.716	NPC21638
Intermediate Similarity	0.716	NPC97746
Intermediate Similarity	0.716	NPC473449
Intermediate Similarity	0.7154	NPC217176
Intermediate Similarity	0.7143	NPC471762
Intermediate Similarity	0.7137	NPC100734
Intermediate Similarity	0.7137	NPC315634
Intermediate Similarity	0.7137	NPC4687
Intermediate Similarity	0.7137	NPC88923
Intermediate Similarity	0.7126	NPC17437
Intermediate Similarity	0.7113	NPC469928
Intermediate Similarity	0.7103	NPC477067
Intermediate Similarity	0.7103	NPC478082
Intermediate Similarity	0.7098	NPC194040
Intermediate Similarity	0.708	NPC6786
Intermediate Similarity	0.7077	NPC284685
Intermediate Similarity	0.7073	NPC194740
Intermediate Similarity	0.7066	NPC323969
Intermediate Similarity	0.7064	NPC270918
Intermediate Similarity	0.7061	NPC470018
Intermediate Similarity	0.7054	NPC46561
Intermediate Similarity	0.7054	NPC473041
Intermediate Similarity	0.7054	NPC131885
Intermediate Similarity	0.7054	NPC184408
Intermediate Similarity	0.7049	NPC205372
Intermediate Similarity	0.7037	NPC198503
Intermediate Similarity	0.7033	NPC257851
Intermediate Similarity	0.7033	NPC140296
Intermediate Similarity	0.7029	NPC39500
Intermediate Similarity	0.7027	NPC303374
Intermediate Similarity	0.7024	NPC168922
Intermediate Similarity	0.7016	NPC474688
Intermediate Similarity	0.7012	NPC15801
Intermediate Similarity	0.7012	NPC169402
Intermediate Similarity	0.7012	NPC305984
Intermediate Similarity	0.7004	NPC274640
Intermediate Similarity	0.7004	NPC66777
Intermediate Similarity	0.7	NPC318068
Remote Similarity	0.6996	NPC174760
Remote Similarity	0.6996	NPC475844
Remote Similarity	0.6992	NPC249583
Remote Similarity	0.6989	NPC116701
Remote Similarity	0.6984	NPC474183
Remote Similarity	0.6977	NPC67401
Remote Similarity	0.6972	NPC477549
Remote Similarity	0.6968	NPC84347
Remote Similarity	0.6967	NPC60621
Remote Similarity	0.6966	NPC295898
Remote Similarity	0.6962	NPC39679
Remote Similarity	0.6961	NPC9482
Remote Similarity	0.6947	NPC129897
Remote Similarity	0.6939	NPC144452
Remote Similarity	0.6933	NPC174758
Remote Similarity	0.6933	NPC174672
Remote Similarity	0.6929	NPC116238
Remote Similarity	0.6926	NPC150239
Remote Similarity	0.6926	NPC161801
Remote Similarity	0.692	NPC315545
Remote Similarity	0.692	NPC314297
Remote Similarity	0.6917	NPC227824
Remote Similarity	0.6914	NPC303658
Remote Similarity	0.6914	NPC81939
Remote Similarity	0.6911	NPC315893
Remote Similarity	0.6911	NPC322482
Remote Similarity	0.6911	NPC316110
Remote Similarity	0.6911	NPC313587
Remote Similarity	0.6905	NPC470017
Remote Similarity	0.6895	NPC74575
Remote Similarity	0.6892	NPC473105
Remote Similarity	0.6888	NPC236668
Remote Similarity	0.6887	NPC475666
Remote Similarity	0.6885	NPC74360
Remote Similarity	0.688	NPC476999
Remote Similarity	0.6878	NPC313345
Remote Similarity	0.6878	NPC313796
Remote Similarity	0.6878	NPC315638
Remote Similarity	0.6878	NPC314855
Remote Similarity	0.6877	NPC184680
Remote Similarity	0.6875	NPC187501
Remote Similarity	0.6875	NPC9894
Remote Similarity	0.6875	NPC75179
Remote Similarity	0.687	NPC478141
Remote Similarity	0.6864	NPC476098
Remote Similarity	0.6864	NPC223427
Remote Similarity	0.6864	NPC207971
Remote Similarity	0.6863	NPC99891
Remote Similarity	0.686	NPC1608
Remote Similarity	0.686	NPC146976
Remote Similarity	0.686	NPC118228
Remote Similarity	0.6853	NPC245916
Remote Similarity	0.6853	NPC49547
Remote Similarity	0.6853	NPC477516
Remote Similarity	0.685	NPC470784
Remote Similarity	0.685	NPC470785
Remote Similarity	0.6848	NPC208522
Remote Similarity	0.6846	NPC308137
Remote Similarity	0.6846	NPC473800
Remote Similarity	0.6846	NPC310211
Remote Similarity	0.6844	NPC247803
Remote Similarity	0.6838	NPC473187
Remote Similarity	0.6836	NPC72905
Remote Similarity	0.6835	NPC268077
Remote Similarity	0.6833	NPC290689
Remote Similarity	0.6833	NPC314834
Remote Similarity	0.6827	NPC478012
Remote Similarity	0.6827	NPC478011
Remote Similarity	0.6822	NPC211813
Remote Similarity	0.682	NPC470931
Remote Similarity	0.6816	NPC314056
Remote Similarity	0.6816	NPC208084
Remote Similarity	0.6815	NPC179287
Remote Similarity	0.6813	NPC172355
Remote Similarity	0.6813	NPC474701
Remote Similarity	0.6813	NPC300114
Remote Similarity	0.681	NPC276517
Remote Similarity	0.6809	NPC329793
Remote Similarity	0.6808	NPC165964
Remote Similarity	0.6807	NPC474145
Remote Similarity	0.6807	NPC475841
Remote Similarity	0.6805	NPC146418
Remote Similarity	0.6803	NPC312645
Remote Similarity	0.6801	NPC314176
Remote Similarity	0.6798	NPC316411
Remote Similarity	0.6795	NPC102008
Remote Similarity	0.6794	NPC244543
Remote Similarity	0.6792	NPC469589
Remote Similarity	0.6792	NPC89549
Remote Similarity	0.679	NPC477979
Remote Similarity	0.6789	NPC225279
Remote Similarity	0.6789	NPC477533
Remote Similarity	0.6789	NPC276657
Remote Similarity	0.6787	NPC24370
Remote Similarity	0.6787	NPC319232
Remote Similarity	0.6784	NPC101350
Remote Similarity	0.6783	NPC78609
Remote Similarity	0.6782	NPC137353
Remote Similarity	0.6777	NPC318299
Remote Similarity	0.6774	NPC51388
Remote Similarity	0.6769	NPC66083
Remote Similarity	0.6768	NPC472435
Remote Similarity	0.6765	NPC314648
Remote Similarity	0.6763	NPC309845
Remote Similarity	0.6762	NPC330009
Remote Similarity	0.6762	NPC3207
Remote Similarity	0.6762	NPC274982
Remote Similarity	0.676	NPC124920
Remote Similarity	0.676	NPC34580
Remote Similarity	0.676	NPC118559
Remote Similarity	0.676	NPC304307
Remote Similarity	0.6759	NPC284888
Remote Similarity	0.6759	NPC22481
Remote Similarity	0.6757	NPC58209
Remote Similarity	0.6755	NPC216369
Remote Similarity	0.6755	NPC472436
Remote Similarity	0.675	NPC287208
Remote Similarity	0.6749	NPC317752

Drug Structure

NPD8102 OpenBabel08211713002D 50 54 0 0 0 0 0 0 0 0999 V2000 -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 -17.5372 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -17.5372 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -16.6711 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.2070 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.7429 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -14.0731 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.3410 1.7024 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 1.4781 1.0739 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 -16.6711 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -15.8051 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.6090 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 -4.5468 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.2070 3.2024 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 -14.9391 3.2024 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 -0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -14.0731 2.7024 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 -12.3410 2.7024 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 0.5000 0.8660 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 -2.8147 1.2024 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 -1.9444 -4.1496 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -8.0109 3.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -15.8051 2.7024 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 -7.1449 1.7024 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 1.4013 -1.0181 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 -11.4750 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 -5.4128 2.7024 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -8.0109 1.2024 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 46 1 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 4 17 1 0 0 0 0 5 18 1 0 0 0 0 6 8 2 0 0 0 0 6 9 1 0 0 0 0 7 16 1 0 0 0 0 7 19 1 0 0 0 0 8 28 1 0 0 0 0 9 32 2 0 0 0 0 10 12 1 0 0 0 0 10 29 2 0 0 0 0 11 13 2 0 0 0 0 11 29 1 0 0 0 0 12 30 2 0 0 0 0 13 30 1 0 0 0 0 14 15 2 0 0 0 0 14 31 1 0 0 0 0 15 35 1 0 0 0 0 16 40 1 0 0 0 0 17 41 1 0 0 0 0 18 41 1 0 0 0 0 19 47 1 0 0 0 0 20 21 1 0 0 0 0 20 48 1 0 0 0 0 21 49 1 0 0 0 0 22 28 2 0 0 0 0 22 32 1 0 0 0 0 23 31 2 0 0 0 0 23 34 1 0 0 0 0 24 33 1 0 0 0 0 24 37 1 0 0 0 0 25 28 1 0 0 0 0 25 41 1 0 0 0 0 26 36 1 0 0 0 0 26 49 1 0 0 0 0 27 33 2 0 0 0 0 27 42 1 0 0 0 0 29 38 1 0 0 0 0 30 39 1 0 0 0 0 31 46 1 0 0 0 0 32 47 1 0 0 0 0 33 34 1 0 0 0 0 34 35 2 0 0 0 0 35 42 1 0 0 0 0 36 40 2 3 0 0 0 36 43 1 0 0 0 0 37 44 2 0 0 0 0 37 48 1 0 0 0 0 38 42 1 0 0 0 0 38 45 2 0 0 0 0 43 50 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005110
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	705.26
ALogP	-0.6878
MLogP	4.43
XLogP	7.346
HDA	7
HBD	1
Rotatable Bonds	22
TPSA	127.89
RO5 Violation	2