NPASS drugs

Drug Information

Drug ID:	NPD8323
Drug Name:	CGP-53437
Molecular Formula:	C42H56N4O7
Canonical SMILES:	OC(=N[C@H]([C@H](C[C@H](C(=N[C@H](C(=N[C@H](C(=O)N1CCOCC1)Cc1ccccc1)O)C(C)C)O)Cc1ccccc1)O)Cc1ccccc1)OC(C)(C)C
Standard InCHI:	InChI=1S/C42H56N4O7/c1-29(2)37(39(49)43-35(27-32-19-13-8-14-20-32)40(50)46-21-23-52-24-22-46)45-38(48)33(25-30-15-9-6-10-16-30)28-36(47)34(26-31-17-11-7-12-18-31)44-41(51)53-42(3,4)5/h6-20,29,33-37,47H,21-28H2,1-5H3,(H,43,49)(H,44,51)(H,45,48)/t33-,34+,35+,36+,37+/m1/s1
Standard InCHIKey:	NAJDZKGRZBLNON-RKGCBODKSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8323

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	100
0.1-0.2	606
0.2-0.3	1426
0.3-0.4	7192
0.4-0.5	17206
0.5-0.6	3752
0.6-0.7	385
0.7-0.8	208
0.8-0.85	15
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	0.8345	NPC161069
Intermediate Similarity	0.8333	NPC239762
Intermediate Similarity	0.8333	NPC163392
Intermediate Similarity	0.8231	NPC209509
Intermediate Similarity	0.8227	NPC255447
Intermediate Similarity	0.8214	NPC111428
Intermediate Similarity	0.8214	NPC473322
Intermediate Similarity	0.8163	NPC476978
Intermediate Similarity	0.8148	NPC470546
Intermediate Similarity	0.8121	NPC138775
Intermediate Similarity	0.8074	NPC470545
Intermediate Similarity	0.8069	NPC127741
Intermediate Similarity	0.8027	NPC263493
Intermediate Similarity	0.8027	NPC269398
Intermediate Similarity	0.8	NPC470544
Intermediate Similarity	0.7987	NPC5620
Intermediate Similarity	0.7974	NPC122590
Intermediate Similarity	0.7973	NPC139326
Intermediate Similarity	0.7947	NPC105717
Intermediate Similarity	0.7945	NPC471265
Intermediate Similarity	0.7945	NPC471264
Intermediate Similarity	0.7933	NPC262077
Intermediate Similarity	0.7911	NPC471051
Intermediate Similarity	0.7911	NPC471053
Intermediate Similarity	0.7911	NPC471052
Intermediate Similarity	0.7898	NPC471527
Intermediate Similarity	0.7891	NPC178662
Intermediate Similarity	0.7891	NPC470884
Intermediate Similarity	0.7891	NPC92784
Intermediate Similarity	0.7891	NPC476133
Intermediate Similarity	0.7891	NPC98424
Intermediate Similarity	0.7887	NPC239990
Intermediate Similarity	0.7887	NPC71933
Intermediate Similarity	0.7887	NPC89923
Intermediate Similarity	0.7887	NPC105114
Intermediate Similarity	0.7887	NPC152850
Intermediate Similarity	0.7857	NPC6975
Intermediate Similarity	0.7857	NPC473341
Intermediate Similarity	0.7857	NPC46427
Intermediate Similarity	0.7853	NPC159767
Intermediate Similarity	0.7853	NPC155506
Intermediate Similarity	0.7838	NPC46098
Intermediate Similarity	0.7838	NPC268841
Intermediate Similarity	0.7838	NPC307357
Intermediate Similarity	0.7823	NPC68865
Intermediate Similarity	0.7817	NPC136453
Intermediate Similarity	0.7786	NPC252878
Intermediate Similarity	0.7778	NPC129666
Intermediate Similarity	0.7778	NPC2501
Intermediate Similarity	0.777	NPC200964
Intermediate Similarity	0.7763	NPC135121
Intermediate Similarity	0.7762	NPC319766
Intermediate Similarity	0.7754	NPC310467
Intermediate Similarity	0.7746	NPC101719
Intermediate Similarity	0.7744	NPC476227
Intermediate Similarity	0.7742	NPC286551
Intermediate Similarity	0.773	NPC230611
Intermediate Similarity	0.7724	NPC157311
Intermediate Similarity	0.7714	NPC202521
Intermediate Similarity	0.7687	NPC248283
Intermediate Similarity	0.7682	NPC52748
Intermediate Similarity	0.7681	NPC169328
Intermediate Similarity	0.7676	NPC222466
Intermediate Similarity	0.7671	NPC8761
Intermediate Similarity	0.7671	NPC246079
Intermediate Similarity	0.7671	NPC44805
Intermediate Similarity	0.7658	NPC297145
Intermediate Similarity	0.7658	NPC197743
Intermediate Similarity	0.7655	NPC200589
Intermediate Similarity	0.7647	NPC329761
Intermediate Similarity	0.7647	NPC225648
Intermediate Similarity	0.7643	NPC476990
Intermediate Similarity	0.7636	NPC473402
Intermediate Similarity	0.7633	NPC294951
Intermediate Similarity	0.7632	NPC477217
Intermediate Similarity	0.7632	NPC201244
Intermediate Similarity	0.7619	NPC287401
Intermediate Similarity	0.7616	NPC197682
Intermediate Similarity	0.7606	NPC474082
Intermediate Similarity	0.7606	NPC175726
Intermediate Similarity	0.7603	NPC130309
Intermediate Similarity	0.7597	NPC471821
Intermediate Similarity	0.7597	NPC471820
Intermediate Similarity	0.7591	NPC33742
Intermediate Similarity	0.7589	NPC71684
Intermediate Similarity	0.7576	NPC137627
Intermediate Similarity	0.7576	NPC306804
Intermediate Similarity	0.7564	NPC162104
Intermediate Similarity	0.7561	NPC40234
Intermediate Similarity	0.7551	NPC246913
Intermediate Similarity	0.755	NPC469427
Intermediate Similarity	0.755	NPC168113
Intermediate Similarity	0.755	NPC469426
Intermediate Similarity	0.7546	NPC107938
Intermediate Similarity	0.7546	NPC294516
Intermediate Similarity	0.7533	NPC132636
Intermediate Similarity	0.753	NPC473354
Intermediate Similarity	0.753	NPC477462
Intermediate Similarity	0.753	NPC279871
Intermediate Similarity	0.7518	NPC45777
Intermediate Similarity	0.7518	NPC477061
Intermediate Similarity	0.75	NPC45037
Intermediate Similarity	0.75	NPC475168
Intermediate Similarity	0.75	NPC62104
Intermediate Similarity	0.75	NPC7817
Intermediate Similarity	0.75	NPC47667
Intermediate Similarity	0.75	NPC176226
Intermediate Similarity	0.75	NPC1390
Intermediate Similarity	0.7484	NPC240848
Intermediate Similarity	0.7483	NPC476259
Intermediate Similarity	0.7471	NPC471526
Intermediate Similarity	0.7468	NPC314358
Intermediate Similarity	0.7468	NPC470902
Intermediate Similarity	0.7466	NPC469666
Intermediate Similarity	0.7436	NPC283783
Intermediate Similarity	0.7419	NPC145113
Intermediate Similarity	0.7414	NPC473305
Intermediate Similarity	0.7414	NPC163961
Intermediate Similarity	0.7403	NPC313867
Intermediate Similarity	0.7403	NPC315266
Intermediate Similarity	0.7403	NPC316008
Intermediate Similarity	0.7396	NPC194671
Intermediate Similarity	0.7396	NPC269750
Intermediate Similarity	0.7394	NPC190663
Intermediate Similarity	0.7391	NPC276949
Intermediate Similarity	0.7391	NPC35850
Intermediate Similarity	0.7381	NPC50016
Intermediate Similarity	0.7376	NPC237420
Intermediate Similarity	0.7365	NPC273755
Intermediate Similarity	0.7357	NPC239357
Intermediate Similarity	0.7342	NPC233702
Intermediate Similarity	0.7338	NPC315283
Intermediate Similarity	0.7338	NPC314388
Intermediate Similarity	0.7321	NPC317725
Intermediate Similarity	0.7321	NPC26108
Intermediate Similarity	0.7321	NPC326407
Intermediate Similarity	0.7317	NPC210377
Intermediate Similarity	0.7317	NPC217804
Intermediate Similarity	0.7317	NPC22883
Intermediate Similarity	0.7317	NPC5719
Intermediate Similarity	0.731	NPC476321
Intermediate Similarity	0.7308	NPC16188
Intermediate Similarity	0.7305	NPC89831
Intermediate Similarity	0.7303	NPC149962
Intermediate Similarity	0.7292	NPC160493
Intermediate Similarity	0.7273	NPC478016
Intermediate Similarity	0.7273	NPC478014
Intermediate Similarity	0.7273	NPC478015
Intermediate Similarity	0.7263	NPC144314
Intermediate Similarity	0.726	NPC4974
Intermediate Similarity	0.7241	NPC35996
Intermediate Similarity	0.7237	NPC43755
Intermediate Similarity	0.7234	NPC315276
Intermediate Similarity	0.7234	NPC285926
Intermediate Similarity	0.7234	NPC14672
Intermediate Similarity	0.7229	NPC63040
Intermediate Similarity	0.7225	NPC471048
Intermediate Similarity	0.7225	NPC471049
Intermediate Similarity	0.7225	NPC471050
Intermediate Similarity	0.7222	NPC50548
Intermediate Similarity	0.7219	NPC158277
Intermediate Similarity	0.7192	NPC22746
Intermediate Similarity	0.7182	NPC123859
Intermediate Similarity	0.7181	NPC300315
Intermediate Similarity	0.7179	NPC471680
Intermediate Similarity	0.7179	NPC322878
Intermediate Similarity	0.7175	NPC473378
Intermediate Similarity	0.7175	NPC473407
Intermediate Similarity	0.7169	NPC15068
Intermediate Similarity	0.7162	NPC210950
Intermediate Similarity	0.7162	NPC199738
Intermediate Similarity	0.716	NPC248670
Intermediate Similarity	0.7152	NPC313663
Intermediate Similarity	0.7143	NPC475123
Intermediate Similarity	0.7143	NPC242728
Intermediate Similarity	0.7143	NPC475204
Intermediate Similarity	0.7143	NPC46009
Intermediate Similarity	0.7134	NPC314114
Intermediate Similarity	0.7134	NPC81026
Intermediate Similarity	0.7126	NPC328649
Intermediate Similarity	0.7119	NPC61332
Intermediate Similarity	0.7119	NPC240130
Intermediate Similarity	0.7118	NPC471165
Intermediate Similarity	0.7118	NPC136797
Intermediate Similarity	0.7118	NPC164608
Intermediate Similarity	0.7118	NPC318930
Intermediate Similarity	0.7118	NPC317362
Intermediate Similarity	0.7107	NPC254798
Intermediate Similarity	0.7091	NPC73655
Intermediate Similarity	0.7086	NPC315542
Intermediate Similarity	0.7081	NPC202198
Intermediate Similarity	0.7073	NPC287757
Intermediate Similarity	0.7073	NPC319320
Intermediate Similarity	0.707	NPC266741
Intermediate Similarity	0.7066	NPC304074
Intermediate Similarity	0.7066	NPC290755
Intermediate Similarity	0.7066	NPC471771
Intermediate Similarity	0.7063	NPC473491
Intermediate Similarity	0.7059	NPC273907
Intermediate Similarity	0.7059	NPC475598

Drug Structure

NPD8323 OpenBabel08211713012D 57 60 0 0 1 0 0 0 0 0999 V2000 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 8.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5263 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 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 4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 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 10.3923 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 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 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 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 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 0.8660 0.5000 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 7.7942 3.5000 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 6.0622 4.5000 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 6.9282 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 3.0000 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 6.0622 3.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.7942 4.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.9282 5.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1962 3.0000 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 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 6.9282 6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 6.5000 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 9.5263 6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 7.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 29 1 0 0 0 0 2 29 1 0 0 0 0 3 42 1 0 0 0 0 4 42 1 0 0 0 0 5 42 1 0 0 0 0 6 9 2 0 0 0 0 6 10 1 0 0 0 0 7 11 2 0 0 0 0 7 12 1 0 0 0 0 8 13 2 0 0 0 0 8 14 1 0 0 0 0 9 15 1 0 0 0 0 10 16 2 0 0 0 0 11 17 1 0 0 0 0 12 18 2 0 0 0 0 13 19 1 0 0 0 0 14 20 2 0 0 0 0 15 30 2 0 0 0 0 16 30 1 0 0 0 0 17 31 2 0 0 0 0 18 31 1 0 0 0 0 19 32 2 0 0 0 0 20 32 1 0 0 0 0 21 23 1 0 0 0 0 21 46 1 0 0 0 0 22 24 1 0 0 0 0 22 46 1 0 0 0 0 23 52 1 0 0 0 0 24 52 1 0 0 0 0 25 30 1 0 0 0 0 26 31 1 0 0 0 0 27 32 1 0 0 0 0 28 33 1 0 0 0 0 33 25 1 1 0 0 0 33 38 1 0 0 0 0 34 26 1 1 0 0 0 34 36 1 0 0 0 0 34 44 1 0 0 0 0 35 27 1 1 0 0 0 35 40 1 0 0 0 0 35 43 1 0 0 0 0 36 28 1 6 0 0 0 36 47 1 0 0 0 0 37 29 1 6 0 0 0 37 39 1 0 0 0 0 37 45 1 0 0 0 0 38 45 2 3 0 0 0 38 48 1 0 0 0 0 39 43 2 3 0 0 0 39 49 1 0 0 0 0 40 46 1 0 0 0 0 40 50 2 0 0 0 0 41 44 2 3 0 0 0 41 51 1 0 0 0 0 41 53 1 0 0 0 0 42 53 1 0 0 0 0 47 54 1 0 0 0 0 48 55 1 0 0 0 0 49 56 1 0 0 0 0 51 57 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015387
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	728.41
ALogP	0.7395
MLogP	4.87
XLogP	11.593
HDA	11
HBD	4
Rotatable Bonds	28
TPSA	156.77
RO5 Violation	3