NPASS drugs

Drug Information

Drug ID:	NPD7871
Drug Name:	Berubicin
Molecular Formula:	C34H35NO11
Canonical SMILES:	OCC(=O)[C@@]1(O)C[C@H](O[C@H]2C[C@H](N)[C@@H]([C@@H](O2)C)OCc2ccccc2)c2c(C1)c(O)c1c(c2O)C(=O)c2c(C1=O)cccc2OC
Standard InCHI:	"InChI=1S/C34H35NO11/c1-16-33(44-15-17-7-4-3-5-8-17)20(35)11-24(45-16)46-22-13-34(42,23(37)14-36)12-19-26(22)32(41)28-27(30(19)39)29(38)18-9-6-10-21(43-2)25(18)31(28)40/h3-10,16,20,22,24,33,36,39,41-42H,11-15,35H2,1-2H3/t16-,20-,22-,24-,33+,34-/m0/s1"
Standard InCHIKey:	FIGNGSHKNAHTSH-JJMFXPFOSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD7871

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	73811
0.1-0.2	134387
0.2-0.3	3328
0.3-0.4	117
0.4-0.5	30
0.5-0.6	34
0.6-0.7	22
0.7-0.8	9
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7333	NPC261012
Intermediate Similarity	0.7333	NPC314738
Intermediate Similarity	0.7333	NPC23467
Intermediate Similarity	0.7333	NPC599904
Intermediate Similarity	0.7253	NPC468994
Intermediate Similarity	0.7253	NPC599791
Intermediate Similarity	0.7083	NPC558539
Intermediate Similarity	0.7083	NPC559618
Intermediate Similarity	0.7083	NPC573204
Remote Similarity	0.663	NPC55094
Remote Similarity	0.663	NPC109403
Remote Similarity	0.663	NPC37318
Remote Similarity	0.663	NPC559703
Remote Similarity	0.663	NPC612087
Remote Similarity	0.6559	NPC487573
Remote Similarity	0.6559	NPC611676
Remote Similarity	0.6505	NPC544248
Remote Similarity	0.6505	NPC583546
Remote Similarity	0.6505	NPC586088
Remote Similarity	0.625	NPC496533
Remote Similarity	0.625	NPC582117
Remote Similarity	0.619	NPC530848
Remote Similarity	0.6064	NPC503116
Remote Similarity	0.6042	NPC510219
Remote Similarity	0.6042	NPC572620
Remote Similarity	0.602	NPC580365
Remote Similarity	0.602	NPC594153
Remote Similarity	0.6	NPC532268
Remote Similarity	0.6	NPC574720
Remote Similarity	0.6	NPC582713
Remote Similarity	0.6	NPC603200
Remote Similarity	0.5979	NPC549797
Remote Similarity	0.5979	NPC601855
Remote Similarity	0.5909	NPC99361
Remote Similarity	0.5909	NPC577128
Remote Similarity	0.5865	NPC495567
Remote Similarity	0.5743	NPC524103
Remote Similarity	0.5743	NPC551304
Remote Similarity	0.5743	NPC573717
Remote Similarity	0.5743	NPC587726
Remote Similarity	0.5743	NPC593984
Remote Similarity	0.5743	NPC600087
Remote Similarity	0.5702	NPC496202
Remote Similarity	0.5702	NPC532430
Remote Similarity	0.5702	NPC597507
Remote Similarity	0.5652	NPC256596
Remote Similarity	0.5652	NPC307834
Remote Similarity	0.5631	NPC512117
Remote Similarity	0.5631	NPC548113
Remote Similarity	0.5631	NPC567919
Remote Similarity	0.5607	NPC521532
Remote Similarity	0.5596	NPC522051
Remote Similarity	0.5484	NPC569653
Remote Similarity	0.5484	NPC611971
Remote Similarity	0.5437	NPC505892
Remote Similarity	0.5437	NPC548484
Remote Similarity	0.5437	NPC575491
Remote Similarity	0.5437	NPC596187
Remote Similarity	0.54	NPC515159
Remote Similarity	0.54	NPC517461
Remote Similarity	0.54	NPC569191
Remote Similarity	0.5192	NPC498484
Remote Similarity	0.5192	NPC555495
Remote Similarity	0.5192	NPC579843
Remote Similarity	0.5056	NPC136943

Drug Structure

NPD7871 OpenBabel08211712032D 52 57 0 0 1 0 0 0 0 0999 V2000 -3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -6.0000 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 -6.9282 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -5.5000 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 2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -3.8660 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 -3.0000 0.0000 C 0 0 1 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 2.5981 1.5000 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 -4.3301 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 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 1 0 0 0 0 0 0 0 0 0 0.5000 -3.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 2.0000 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 1.7321 -0.0000 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 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 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 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -4.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -4.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -3.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 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 -1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -4.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -3.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 43 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 6 9 2 0 0 0 0 6 10 1 0 0 0 0 7 17 2 0 0 0 0 8 17 1 0 0 0 0 9 18 1 0 0 0 0 10 21 2 0 0 0 0 11 20 1 0 0 0 0 11 24 1 0 0 0 0 12 19 1 0 0 0 0 12 34 1 0 0 0 0 13 22 1 0 0 0 0 13 34 1 0 0 0 0 14 23 1 0 0 0 0 14 36 1 0 0 0 0 15 17 1 0 0 0 0 15 44 1 0 0 0 0 16 1 1 1 0 0 0 16 33 1 0 0 0 0 16 45 1 0 0 0 0 18 25 2 0 0 0 0 18 29 1 0 0 0 0 19 26 1 0 0 0 0 19 30 2 0 0 0 0 20 33 1 0 0 0 0 20 35 1 1 0 0 0 21 25 1 0 0 0 0 21 43 1 0 0 0 0 22 26 1 0 0 0 0 22 46 1 6 0 0 0 23 37 2 0 0 0 0 24 45 1 0 0 0 0 24 46 1 6 0 0 0 25 31 1 0 0 0 0 26 32 2 0 0 0 0 27 28 2 0 0 0 0 27 29 1 0 0 0 0 27 30 1 0 0 0 0 28 31 1 0 0 0 0 28 32 1 0 0 0 0 29 38 2 0 0 0 0 30 39 1 0 0 0 0 31 40 2 0 0 0 0 32 41 1 0 0 0 0 33 44 1 1 0 0 0 34 23 1 1 0 0 0 34 42 1 0 0 0 0 35 47 1 0 0 0 0 35 48 1 0 0 0 0 36 49 1 0 0 0 0 39 50 1 0 0 0 0 41 51 1 0 0 0 0 42 52 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006826
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	633.22
ALogP	-4.101
MLogP	3.88
XLogP	1.319
HDA	9
HBD	5
Rotatable Bonds	15
TPSA	195.07
RO5 Violation	0