NPASS drugs

Drug Information

Drug ID:	NPD5928
Drug Name:	adaphostin
Molecular Formula:	C24H27NO4
Canonical SMILES:	Oc1ccc(c(c1)CNc1ccc(cc1)C(=O)OC12CC3CC(C2)CC(C1)C3)O
Standard InCHI:	InChI=1S/C24H27NO4/c26-21-5-6-22(27)19(10-21)14-25-20-3-1-18(2-4-20)23(28)29-24-11-15-7-16(12-24)9-17(8-15)13-24/h1-6,10,15-17,25-27H,7-9,11-14H2
Standard InCHIKey:	YJZSUCFGHXQWDM-UHFFFAOYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5928

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	245
0.1-0.2	1096
0.2-0.3	3898
0.3-0.4	8390
0.4-0.5	4288
0.5-0.6	11658
0.6-0.7	1282
0.7-0.8	32
0.8-0.85	1
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	0.8034	NPC471778
Intermediate Similarity	0.7889	NPC474814
Intermediate Similarity	0.7889	NPC112336
Intermediate Similarity	0.7676	NPC474815
Intermediate Similarity	0.7556	NPC199737
Intermediate Similarity	0.75	NPC5630
Intermediate Similarity	0.75	NPC474059
Intermediate Similarity	0.7405	NPC469671
Intermediate Similarity	0.7405	NPC126676
Intermediate Similarity	0.7398	NPC303214
Intermediate Similarity	0.7387	NPC232600
Intermediate Similarity	0.7282	NPC203628
Intermediate Similarity	0.7212	NPC298449
Intermediate Similarity	0.7204	NPC470971
Intermediate Similarity	0.7143	NPC313293
Intermediate Similarity	0.7135	NPC204867
Intermediate Similarity	0.7135	NPC288305
Intermediate Similarity	0.7126	NPC242933
Intermediate Similarity	0.7108	NPC301292
Intermediate Similarity	0.7108	NPC313112
Intermediate Similarity	0.7101	NPC25961
Intermediate Similarity	0.7098	NPC470317
Intermediate Similarity	0.7059	NPC314098
Intermediate Similarity	0.7056	NPC144691
Intermediate Similarity	0.7045	NPC301702
Intermediate Similarity	0.7039	NPC478075
Intermediate Similarity	0.7039	NPC315829
Intermediate Similarity	0.7039	NPC222561
Intermediate Similarity	0.7033	NPC119722
Intermediate Similarity	0.701	NPC288759
Intermediate Similarity	0.7	NPC469815
Intermediate Similarity	0.7	NPC469816
Intermediate Similarity	0.7	NPC73280
Remote Similarity	0.6989	NPC475983
Remote Similarity	0.698	NPC132874
Remote Similarity	0.698	NPC138615
Remote Similarity	0.698	NPC265642
Remote Similarity	0.698	NPC218733
Remote Similarity	0.6967	NPC176113
Remote Similarity	0.6965	NPC125924
Remote Similarity	0.6954	NPC21425
Remote Similarity	0.6949	NPC472241
Remote Similarity	0.6946	NPC317727
Remote Similarity	0.6942	NPC268077
Remote Similarity	0.6938	NPC474366
Remote Similarity	0.6938	NPC269449
Remote Similarity	0.6937	NPC17160
Remote Similarity	0.6937	NPC313720
Remote Similarity	0.6935	NPC93653
Remote Similarity	0.6935	NPC22476
Remote Similarity	0.6927	NPC15987
Remote Similarity	0.6927	NPC475223
Remote Similarity	0.6927	NPC472242
Remote Similarity	0.6927	NPC1464
Remote Similarity	0.6923	NPC39679
Remote Similarity	0.6923	NPC207873
Remote Similarity	0.6923	NPC100573
Remote Similarity	0.6919	NPC329790
Remote Similarity	0.6915	NPC21483
Remote Similarity	0.6915	NPC198205
Remote Similarity	0.6912	NPC115588
Remote Similarity	0.6901	NPC126556
Remote Similarity	0.6897	NPC311054
Remote Similarity	0.6897	NPC112752
Remote Similarity	0.6893	NPC246983
Remote Similarity	0.6893	NPC207971
Remote Similarity	0.6893	NPC43477
Remote Similarity	0.6893	NPC475448
Remote Similarity	0.6891	NPC127082
Remote Similarity	0.6887	NPC118228
Remote Similarity	0.6875	NPC308943
Remote Similarity	0.6875	NPC319645
Remote Similarity	0.6863	NPC90358
Remote Similarity	0.6863	NPC107828
Remote Similarity	0.6863	NPC5374
Remote Similarity	0.6862	NPC292143
Remote Similarity	0.6862	NPC139506
Remote Similarity	0.6861	NPC154922
Remote Similarity	0.686	NPC87714
Remote Similarity	0.686	NPC475147
Remote Similarity	0.6854	NPC3207
Remote Similarity	0.6852	NPC280799
Remote Similarity	0.685	NPC28510
Remote Similarity	0.6847	NPC198390
Remote Similarity	0.6842	NPC90185
Remote Similarity	0.6839	NPC253476
Remote Similarity	0.6831	NPC314223
Remote Similarity	0.6825	NPC218303
Remote Similarity	0.6821	NPC283810
Remote Similarity	0.6814	NPC71124
Remote Similarity	0.6814	NPC17677
Remote Similarity	0.681	NPC475133
Remote Similarity	0.68	NPC151171
Remote Similarity	0.68	NPC173295
Remote Similarity	0.6796	NPC136573
Remote Similarity	0.6796	NPC146370
Remote Similarity	0.6796	NPC472329
Remote Similarity	0.6796	NPC176371
Remote Similarity	0.6796	NPC472330
Remote Similarity	0.6794	NPC198160
Remote Similarity	0.6792	NPC116178
Remote Similarity	0.6792	NPC305542
Remote Similarity	0.6789	NPC51388
Remote Similarity	0.6782	NPC203972
Remote Similarity	0.678	NPC241263
Remote Similarity	0.6773	NPC13249
Remote Similarity	0.677	NPC469450
Remote Similarity	0.6761	NPC217903
Remote Similarity	0.6761	NPC321166
Remote Similarity	0.6761	NPC30749
Remote Similarity	0.676	NPC13696
Remote Similarity	0.6746	NPC195787
Remote Similarity	0.6746	NPC300156
Remote Similarity	0.6746	NPC246140
Remote Similarity	0.6745	NPC87413
Remote Similarity	0.6745	NPC9894
Remote Similarity	0.6744	NPC473837
Remote Similarity	0.6742	NPC472243
Remote Similarity	0.6737	NPC299582
Remote Similarity	0.6736	NPC307640
Remote Similarity	0.6735	NPC298320
Remote Similarity	0.6734	NPC33902
Remote Similarity	0.6734	NPC276674
Remote Similarity	0.6733	NPC114039
Remote Similarity	0.6733	NPC206109
Remote Similarity	0.6731	NPC317572
Remote Similarity	0.6729	NPC55470
Remote Similarity	0.6728	NPC174760
Remote Similarity	0.6726	NPC301501
Remote Similarity	0.6716	NPC170333
Remote Similarity	0.6715	NPC469732
Remote Similarity	0.6714	NPC212123
Remote Similarity	0.6713	NPC184408
Remote Similarity	0.6713	NPC313582
Remote Similarity	0.6712	NPC223242
Remote Similarity	0.6711	NPC113455
Remote Similarity	0.6711	NPC469451
Remote Similarity	0.6711	NPC469452
Remote Similarity	0.6702	NPC29647
Remote Similarity	0.6701	NPC327005
Remote Similarity	0.67	NPC45850
Remote Similarity	0.67	NPC471825
Remote Similarity	0.6699	NPC133156
Remote Similarity	0.6698	NPC469928
Remote Similarity	0.6698	NPC309845
Remote Similarity	0.6697	NPC128476
Remote Similarity	0.6697	NPC7560
Remote Similarity	0.6685	NPC241392
Remote Similarity	0.6683	NPC49184
Remote Similarity	0.6683	NPC1820
Remote Similarity	0.6682	NPC474701
Remote Similarity	0.6667	NPC470343
Remote Similarity	0.6667	NPC320088
Remote Similarity	0.6667	NPC150323
Remote Similarity	0.6667	NPC472244
Remote Similarity	0.6667	NPC316405
Remote Similarity	0.6667	NPC274640
Remote Similarity	0.6667	NPC295479
Remote Similarity	0.6667	NPC220241
Remote Similarity	0.6652	NPC329932
Remote Similarity	0.6652	NPC139373
Remote Similarity	0.6652	NPC476436
Remote Similarity	0.6651	NPC150239
Remote Similarity	0.6651	NPC46990
Remote Similarity	0.6651	NPC472099
Remote Similarity	0.665	NPC234933
Remote Similarity	0.665	NPC226708
Remote Similarity	0.665	NPC5167
Remote Similarity	0.665	NPC85613
Remote Similarity	0.665	NPC100863
Remote Similarity	0.6636	NPC134702
Remote Similarity	0.6636	NPC127996
Remote Similarity	0.6635	NPC471489
Remote Similarity	0.6633	NPC477187
Remote Similarity	0.6633	NPC471742
Remote Similarity	0.663	NPC242000
Remote Similarity	0.6629	NPC316574
Remote Similarity	0.6623	NPC120239
Remote Similarity	0.6621	NPC118189
Remote Similarity	0.6621	NPC99724
Remote Similarity	0.662	NPC234772
Remote Similarity	0.6618	NPC254957
Remote Similarity	0.6618	NPC280714
Remote Similarity	0.6618	NPC212163
Remote Similarity	0.6616	NPC121400
Remote Similarity	0.6615	NPC472115
Remote Similarity	0.6615	NPC472114
Remote Similarity	0.6608	NPC131977
Remote Similarity	0.6608	NPC6786
Remote Similarity	0.6606	NPC288110
Remote Similarity	0.6606	NPC19175
Remote Similarity	0.6606	NPC223590
Remote Similarity	0.6604	NPC330683
Remote Similarity	0.6604	NPC329567
Remote Similarity	0.6601	NPC475411
Remote Similarity	0.6599	NPC472331
Remote Similarity	0.6599	NPC274002
Remote Similarity	0.6599	NPC126515
Remote Similarity	0.6593	NPC160113
Remote Similarity	0.6593	NPC476220

Drug Structure

NPD5928 OpenBabel08211708292D 32 36 0 0 1 0 0 0 0 0999 V2000 -1.3017 -1.2727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1983 -0.4066 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8017 -2.1387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6983 -1.2727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8099 -1.4029 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2335 2.7091 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0035 2.5134 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6728 3.1626 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6199 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0088 1.4843 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5605 3.1574 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6619 2.8729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8099 1.4029 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9747 1.7431 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.5264 3.4162 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.4193 3.0162 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8017 -0.4066 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8099 0.4676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1983 -2.1387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6199 -0.9352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3017 0.4594 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3017 2.1914 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.6199 1.8705 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4298 -1.4029 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8099 0.4676 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3017 0.4594 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8017 1.3254 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4298 1.4029 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2398 -0.9352 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8099 1.4029 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 18 2 0 0 0 0 2 4 2 0 0 0 0 2 18 1 0 0 0 0 3 20 2 0 0 0 0 4 20 1 0 0 0 0 5 6 1 0 0 0 0 5 21 2 0 0 0 0 6 22 2 0 0 0 0 7 15 1 0 0 0 0 7 16 1 0 0 0 0 8 15 1 0 0 0 0 8 17 1 0 0 0 0 9 16 1 0 0 0 0 9 17 1 0 0 0 0 10 19 2 0 0 0 0 10 21 1 0 0 0 0 11 15 1 0 0 0 0 11 24 1 0 0 0 0 12 16 1 0 0 0 0 12 24 1 0 0 0 0 13 17 1 0 0 0 0 13 24 1 0 0 0 0 14 19 1 0 0 0 0 14 25 1 0 0 0 0 18 23 1 0 0 0 0 19 22 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 22 27 1 0 0 0 0 23 28 2 0 0 0 0 23 29 1 0 0 0 0 24 29 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 M END $$$$

External Identifiers

TTD	DIB001406
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	393.19
ALogP	-2.2493
MLogP	3.55
XLogP	4.941
HDA	3
HBD	3
Rotatable Bonds	8
TPSA	78.79
RO5 Violation	0