NPASS drugs

Drug Information

Drug ID:	NPD8421
Drug Name:	afeletecan
Molecular Formula:	C45H49N7O11S
Canonical SMILES:	CO[C@H]1[C@H](O)[C@H](O[C@H]([C@H]1O)C)Oc1ccc(cc1)NC(=N[C@H](C(=N[C@H](C(=O)O[C@]1(CC)C(=O)OCc2c1cc1c3nc4ccccc4cc3Cn1c2=O)C(C)C)O)Cc1cnc[nH]1)S
Standard InCHI:	InChI=1S/C45H49N7O11S/c1-6-45(30-17-33-35-25(15-24-9-7-8-10-31(24)49-35)19-52(33)40(56)29(30)20-60-43(45)58)63-41(57)34(22(2)3)51-39(55)32(16-27-18-46-21-47-27)50-44(64)48-26-11-13-28(14-12-26)62-42-37(54)38(59-5)36(53)23(4)61-42/h7-15,17-18,21-23,32,34,36-38,42,53-54H,6,16,19-20H2,1-5H3,(H,46,47)(H,51,55)(H2,48,50,64)/t23-,32-,34-,36+,37-,38+,42+,45-/m0/s1
Standard InCHIKey:	SLOJCSGNHWIKIG-JNYZSSQASA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8421

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	444
0.1-0.2	2680
0.2-0.3	8895
0.3-0.4	9349
0.4-0.5	6935
0.5-0.6	1926
0.6-0.7	634
0.7-0.8	27
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	0.7868	NPC472436
Intermediate Similarity	0.7757	NPC472435
Intermediate Similarity	0.7658	NPC472434
Intermediate Similarity	0.7604	NPC477633
Intermediate Similarity	0.7482	NPC478006
Intermediate Similarity	0.7482	NPC478009
Intermediate Similarity	0.7482	NPC478010
Intermediate Similarity	0.7464	NPC314882
Intermediate Similarity	0.7447	NPC315467
Intermediate Similarity	0.7417	NPC99891
Intermediate Similarity	0.7352	NPC478012
Intermediate Similarity	0.7352	NPC478011
Intermediate Similarity	0.735	NPC314056
Intermediate Similarity	0.7326	NPC314176
Intermediate Similarity	0.7273	NPC478013
Intermediate Similarity	0.7266	NPC477634
Intermediate Similarity	0.72	NPC295452
Intermediate Similarity	0.72	NPC171393
Intermediate Similarity	0.7173	NPC150447
Intermediate Similarity	0.7168	NPC26543
Intermediate Similarity	0.7085	NPC314222
Intermediate Similarity	0.7085	NPC196449
Intermediate Similarity	0.707	NPC323752
Intermediate Similarity	0.7059	NPC160666
Intermediate Similarity	0.7033	NPC89987
Intermediate Similarity	0.7021	NPC473800
Intermediate Similarity	0.7	NPC125597
Remote Similarity	0.6993	NPC74619
Remote Similarity	0.6989	NPC477805
Remote Similarity	0.6989	NPC477795
Remote Similarity	0.6989	NPC477796
Remote Similarity	0.6989	NPC477806
Remote Similarity	0.6985	NPC477548
Remote Similarity	0.6978	NPC128115
Remote Similarity	0.6971	NPC328924
Remote Similarity	0.6968	NPC470785
Remote Similarity	0.6955	NPC288349
Remote Similarity	0.6949	NPC323244
Remote Similarity	0.6931	NPC184680
Remote Similarity	0.6931	NPC28945
Remote Similarity	0.6926	NPC477635
Remote Similarity	0.6926	NPC477630
Remote Similarity	0.6913	NPC260909
Remote Similarity	0.6906	NPC470784
Remote Similarity	0.69	NPC64216
Remote Similarity	0.6898	NPC326363
Remote Similarity	0.6898	NPC69843
Remote Similarity	0.6897	NPC152620
Remote Similarity	0.6889	NPC473317
Remote Similarity	0.6884	NPC141053
Remote Similarity	0.6882	NPC471614
Remote Similarity	0.688	NPC151781
Remote Similarity	0.688	NPC316181
Remote Similarity	0.688	NPC74562
Remote Similarity	0.6861	NPC314954
Remote Similarity	0.6859	NPC325976
Remote Similarity	0.685	NPC319232
Remote Similarity	0.685	NPC24370
Remote Similarity	0.6848	NPC469554
Remote Similarity	0.684	NPC258048
Remote Similarity	0.6835	NPC237901
Remote Similarity	0.6835	NPC195788
Remote Similarity	0.6833	NPC39092
Remote Similarity	0.6825	NPC110151
Remote Similarity	0.6818	NPC153400
Remote Similarity	0.681	NPC285343
Remote Similarity	0.6778	NPC82070
Remote Similarity	0.6777	NPC475271
Remote Similarity	0.6774	NPC57453
Remote Similarity	0.6774	NPC295228
Remote Similarity	0.6771	NPC478080
Remote Similarity	0.6771	NPC303374
Remote Similarity	0.6764	NPC244536
Remote Similarity	0.6763	NPC220852
Remote Similarity	0.6754	NPC54744
Remote Similarity	0.6742	NPC320968
Remote Similarity	0.6738	NPC81175
Remote Similarity	0.6735	NPC472846
Remote Similarity	0.6729	NPC478157
Remote Similarity	0.6727	NPC101543
Remote Similarity	0.6725	NPC14812
Remote Similarity	0.6716	NPC281049
Remote Similarity	0.6715	NPC130570
Remote Similarity	0.6711	NPC321939
Remote Similarity	0.6711	NPC471303
Remote Similarity	0.6703	NPC187145
Remote Similarity	0.6701	NPC284685
Remote Similarity	0.6691	NPC475859
Remote Similarity	0.6691	NPC475969
Remote Similarity	0.6679	NPC56109
Remote Similarity	0.6679	NPC155444
Remote Similarity	0.6679	NPC238945
Remote Similarity	0.6679	NPC191382
Remote Similarity	0.6678	NPC329982
Remote Similarity	0.6667	NPC478029
Remote Similarity	0.6656	NPC115282
Remote Similarity	0.6656	NPC179896
Remote Similarity	0.6655	NPC470730
Remote Similarity	0.6655	NPC477175
Remote Similarity	0.6655	NPC477549
Remote Similarity	0.6654	NPC75634
Remote Similarity	0.6654	NPC469594
Remote Similarity	0.6654	NPC174788
Remote Similarity	0.6643	NPC476492
Remote Similarity	0.6643	NPC157931
Remote Similarity	0.6643	NPC475816
Remote Similarity	0.6642	NPC310118
Remote Similarity	0.6642	NPC476114
Remote Similarity	0.6632	NPC53534
Remote Similarity	0.6632	NPC316224
Remote Similarity	0.6632	NPC165964
Remote Similarity	0.663	NPC250178
Remote Similarity	0.663	NPC52254
Remote Similarity	0.663	NPC282247
Remote Similarity	0.6626	NPC470901
Remote Similarity	0.6623	NPC472789
Remote Similarity	0.6621	NPC191489
Remote Similarity	0.6618	NPC476041
Remote Similarity	0.6618	NPC304926
Remote Similarity	0.6617	NPC242923
Remote Similarity	0.6609	NPC133609
Remote Similarity	0.6608	NPC474183
Remote Similarity	0.6607	NPC165743
Remote Similarity	0.6604	NPC478158
Remote Similarity	0.6597	NPC91868
Remote Similarity	0.6597	NPC63971
Remote Similarity	0.6596	NPC478028
Remote Similarity	0.6592	NPC474905
Remote Similarity	0.6588	NPC315634
Remote Similarity	0.6588	NPC100734
Remote Similarity	0.6588	NPC88923
Remote Similarity	0.6586	NPC189079
Remote Similarity	0.6585	NPC310618
Remote Similarity	0.6584	NPC323198
Remote Similarity	0.6583	NPC476491
Remote Similarity	0.6582	NPC60621
Remote Similarity	0.6576	NPC328928
Remote Similarity	0.6571	NPC474877
Remote Similarity	0.657	NPC212766
Remote Similarity	0.657	NPC289423
Remote Similarity	0.6569	NPC213530
Remote Similarity	0.6569	NPC193267
Remote Similarity	0.6567	NPC82548
Remote Similarity	0.6566	NPC193761
Remote Similarity	0.6566	NPC155143
Remote Similarity	0.6553	NPC63109
Remote Similarity	0.6549	NPC101350
Remote Similarity	0.6549	NPC41679
Remote Similarity	0.6548	NPC474192
Remote Similarity	0.6548	NPC475720
Remote Similarity	0.6538	NPC478081
Remote Similarity	0.6538	NPC124300
Remote Similarity	0.6536	NPC470729
Remote Similarity	0.6536	NPC477176
Remote Similarity	0.6533	NPC314270
Remote Similarity	0.6532	NPC125181
Remote Similarity	0.6532	NPC263117
Remote Similarity	0.6532	NPC242872
Remote Similarity	0.6531	NPC471603
Remote Similarity	0.6528	NPC475506
Remote Similarity	0.6525	NPC63279
Remote Similarity	0.6523	NPC257851
Remote Similarity	0.6523	NPC6215
Remote Similarity	0.652	NPC471978
Remote Similarity	0.6519	NPC5145
Remote Similarity	0.6516	NPC291609
Remote Similarity	0.6516	NPC75179
Remote Similarity	0.6514	NPC15801
Remote Similarity	0.6514	NPC235685
Remote Similarity	0.6512	NPC477177
Remote Similarity	0.6511	NPC21638
Remote Similarity	0.6509	NPC308906
Remote Similarity	0.6508	NPC473833
Remote Similarity	0.6507	NPC471080
Remote Similarity	0.6507	NPC469592
Remote Similarity	0.6506	NPC287208
Remote Similarity	0.6505	NPC471891
Remote Similarity	0.6503	NPC477066
Remote Similarity	0.6502	NPC297642
Remote Similarity	0.65	NPC471762
Remote Similarity	0.65	NPC66777
Remote Similarity	0.6494	NPC472842
Remote Similarity	0.6494	NPC54981
Remote Similarity	0.6493	NPC78609
Remote Similarity	0.6489	NPC321592
Remote Similarity	0.6489	NPC54803
Remote Similarity	0.6486	NPC472099
Remote Similarity	0.6486	NPC116701
Remote Similarity	0.6485	NPC475301
Remote Similarity	0.6485	NPC326930
Remote Similarity	0.6481	NPC477067
Remote Similarity	0.6481	NPC478082
Remote Similarity	0.6481	NPC174672
Remote Similarity	0.6479	NPC272549
Remote Similarity	0.6473	NPC303658
Remote Similarity	0.6471	NPC178858
Remote Similarity	0.6467	NPC9482
Remote Similarity	0.6463	NPC13603
Remote Similarity	0.6462	NPC17305
Remote Similarity	0.6462	NPC90019

Drug Structure

NPD8421 OpenBabel08211713022D 70 77 0 0 1 0 0 0 0 0999 V2000 -0.8310 3.1820 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3463 0.5681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8555 1.4394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.3953 7.5387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.8923 11.8953 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3341 2.3107 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1542 7.1954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3232 7.6751 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1542 6.2358 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4922 7.1954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8739 6.6674 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3647 7.5387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3770 7.5387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8678 8.4100 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3233 4.7970 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8555 4.9247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0001 2.8782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2580 4.1107 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4925 3.3581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8310 0.4798 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3011 5.4278 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8494 1.4394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.8923 8.4100 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3232 5.7560 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4925 4.3171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8678 6.6674 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8494 4.9247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8739 8.4100 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8310 1.4394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.9192 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4922 6.2358 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3586 4.0534 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8307 3.3580 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3463 2.3107 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6615 4.7969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.3953 9.2813 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.8861 10.1527 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -10.8923 10.1527 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.8555 3.1820 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6616 1.9188 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3402 2.3107 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3831 9.2813 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8310 0.4798 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8678 4.9247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8310 1.4394 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.3011 4.4216 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.2580 5.7387 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.3647 5.7960 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6616 5.7563 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.3647 4.0534 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.8494 3.1820 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6618 2.8782 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -12.4014 9.2813 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.3831 11.0240 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.3586 2.3107 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5276 1.4188 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8372 3.1820 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7024 -0.0233 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.3953 11.0240 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.8861 8.4100 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.3770 9.2813 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8372 1.4394 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.8739 4.9247 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -3.5689 6.6955 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3586 5.7960 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.9045 10.1527 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.8861 11.8953 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3647 2.3107 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3770 4.0534 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 22 1 0 0 0 0 3 22 1 0 0 0 0 5 59 1 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 8 10 1 0 0 0 0 9 24 2 0 0 0 0 10 31 2 0 0 0 0 11 13 1 0 0 0 0 11 26 2 0 0 0 0 12 14 2 0 0 0 0 12 26 1 0 0 0 0 13 28 2 0 0 0 0 14 28 1 0 0 0 0 15 24 1 0 0 0 0 15 25 2 0 0 0 0 16 27 1 0 0 0 0 17 30 1 0 0 0 0 17 33 2 0 0 0 0 18 27 2 0 0 0 0 18 46 1 0 0 0 0 19 25 1 0 0 0 0 19 52 1 0 0 0 0 20 29 1 0 0 0 0 20 60 1 0 0 0 0 21 46 2 0 0 0 0 21 47 1 0 0 0 0 23 4 1 1 0 0 0 23 36 1 0 0 0 0 23 61 1 0 0 0 0 24 31 1 0 0 0 0 25 35 1 0 0 0 0 26 48 1 0 0 0 0 27 47 1 0 0 0 0 28 62 1 0 0 0 0 29 30 2 0 0 0 0 29 40 1 0 0 0 0 30 45 1 0 0 0 0 31 49 1 0 0 0 0 32 16 1 1 0 0 0 32 39 1 0 0 0 0 32 50 1 0 0 0 0 33 35 1 0 0 0 0 33 52 1 0 0 0 0 34 22 1 6 0 0 0 34 41 1 0 0 0 0 34 51 1 0 0 0 0 35 49 2 0 0 0 0 36 38 1 0 0 0 0 36 53 1 1 0 0 0 37 38 1 0 0 0 0 37 42 1 0 0 0 0 37 54 1 6 0 0 0 38 59 1 1 0 0 0 39 51 2 3 0 0 0 39 55 1 0 0 0 0 40 52 1 0 0 0 0 40 56 2 0 0 0 0 41 57 2 0 0 0 0 41 63 1 0 0 0 0 42 61 1 0 0 0 0 42 62 1 1 0 0 0 43 45 1 0 0 0 0 43 58 2 0 0 0 0 43 60 1 0 0 0 0 44 48 1 0 0 0 0 44 50 2 3 0 0 0 44 64 1 0 0 0 0 45 6 1 6 0 0 0 45 63 1 0 0 0 0 47 65 1 0 0 0 0 48 66 1 0 0 0 0 53 67 1 0 0 0 0 54 68 1 0 0 0 0 55 69 1 0 0 0 0 64 70 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004594
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	895.32
ALogP	-1.9514
MLogP	4.32
XLogP	3.374
HDA	17
HBD	5
Rotatable Bonds	24
TPSA	278.41
RO5 Violation	2