NPASS drugs

Drug Information

Drug ID:	NPD7874
Drug Name:	Valrubicin
Molecular Formula:	C34H36F3NO13
Canonical SMILES:	CCCCC(=O)OCC(=O)[C@@]1(O)C[C@H](O[C@@H]2O[C@@H](C)[C@H]([C@H](C2)N=C(C(F)(F)F)O)O)c2c(C1)c(O)c1c(c2O)C(=O)c2c(C1=O)cccc2OC
Standard InCHI:	"InChI=1S/C34H36F3NO13/c1-4-5-9-21(40)49-13-20(39)33(47)11-16-24(19(12-33)51-22-10-17(27(41)14(2)50-22)38-32(46)34(35,36)37)31(45)26-25(29(16)43)28(42)15-7-6-8-18(48-3)23(15)30(26)44/h6-8,14,17,19,22,27,41,43,45,47H,4-5,9-13H2,1-3H3,(H,38,46)/t14-,17-,19-,22-,27+,33-/m0/s1"
Standard InCHIKey:	ZOCKGBMQLCSHFP-KQRAQHLDSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD7874

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	44219
0.1-0.2	162400
0.2-0.3	4922
0.3-0.4	125
0.4-0.5	37
0.5-0.6	37
0.6-0.7	0
0.7-0.8	0
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
Remote Similarity	0.5922	NPC487573
Remote Similarity	0.5922	NPC611676
Remote Similarity	0.5825	NPC55094
Remote Similarity	0.5825	NPC109403
Remote Similarity	0.5825	NPC37318
Remote Similarity	0.5825	NPC559703
Remote Similarity	0.5825	NPC612087
Remote Similarity	0.5794	NPC593984
Remote Similarity	0.5794	NPC600087
Remote Similarity	0.5755	NPC468994
Remote Similarity	0.5755	NPC599791
Remote Similarity	0.5688	NPC512117
Remote Similarity	0.5688	NPC548113
Remote Similarity	0.5688	NPC567919
Remote Similarity	0.566	NPC261012
Remote Similarity	0.566	NPC314738
Remote Similarity	0.566	NPC23467
Remote Similarity	0.566	NPC599904
Remote Similarity	0.5648	NPC524103
Remote Similarity	0.5648	NPC551304
Remote Similarity	0.5648	NPC573717
Remote Similarity	0.5648	NPC587726
Remote Similarity	0.5429	NPC532268
Remote Similarity	0.5413	NPC498484
Remote Similarity	0.5333	NPC503116
Remote Similarity	0.5327	NPC510219
Remote Similarity	0.5327	NPC572620
Remote Similarity	0.5283	NPC574720
Remote Similarity	0.5283	NPC582713
Remote Similarity	0.5283	NPC603200
Remote Similarity	0.5273	NPC555495
Remote Similarity	0.5273	NPC579843
Remote Similarity	0.5138	NPC549797
Remote Similarity	0.5138	NPC601855
Remote Similarity	0.513	NPC558539
Remote Similarity	0.513	NPC559618
Remote Similarity	0.513	NPC573204

Drug Structure

NPD7874 OpenBabel08211712032D 56 60 0 0 1 0 0 0 0 0999 V2000 -3.0179 -8.4674 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 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 -2.0520 -8.7262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3449 -8.0191 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 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 -1.6037 -7.0532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -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 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4483 -4.6730 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 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 -3.4641 -3.0000 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 -0.7071 -3.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8966 -6.3461 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 -4.3301 -2.5000 0.0000 C 0 0 2 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 -4.5000 0.0000 C 0 0 0 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 -4.3301 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8301 -6.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.3301 -5.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -6.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6730 -3.4483 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0694 -6.6049 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 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 -5.1962 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9239 -3.3827 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 -1.1554 -5.3801 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 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 -2.5000 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 -6.0622 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7172 -2.7739 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 3 48 1 0 0 0 0 4 5 1 0 0 0 0 5 9 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 15 1 0 0 0 0 8 18 2 0 0 0 0 9 21 1 0 0 0 0 10 17 1 0 0 0 0 10 22 1 0 0 0 0 11 16 1 0 0 0 0 11 33 1 0 0 0 0 12 19 1 0 0 0 0 12 33 1 0 0 0 0 13 20 1 0 0 0 0 13 49 1 0 0 0 0 14 2 1 6 0 0 0 14 27 1 0 0 0 0 14 50 1 0 0 0 0 15 23 2 0 0 0 0 15 28 1 0 0 0 0 16 24 1 0 0 0 0 16 29 2 0 0 0 0 17 27 1 0 0 0 0 17 38 1 6 0 0 0 18 23 1 0 0 0 0 18 48 1 0 0 0 0 19 24 1 0 0 0 0 19 51 1 6 0 0 0 20 39 2 0 0 0 0 21 40 2 0 0 0 0 21 49 1 0 0 0 0 22 50 1 0 0 0 0 22 51 1 1 0 0 0 23 30 1 0 0 0 0 24 31 2 0 0 0 0 25 26 2 0 0 0 0 25 28 1 0 0 0 0 25 29 1 0 0 0 0 26 30 1 0 0 0 0 26 31 1 0 0 0 0 27 41 1 6 0 0 0 28 42 2 0 0 0 0 29 43 1 0 0 0 0 30 44 2 0 0 0 0 31 45 1 0 0 0 0 32 34 1 0 0 0 0 32 38 2 3 0 0 0 32 46 1 0 0 0 0 33 20 1 1 0 0 0 33 47 1 0 0 0 0 34 35 1 0 0 0 0 34 36 1 0 0 0 0 34 37 1 0 0 0 0 41 52 1 0 0 0 0 43 53 1 0 0 0 0 45 54 1 0 0 0 0 46 55 1 0 0 0 0 47 56 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000650
DrugBank	DB00385
ChEMBL	CHEMBL1096885
IUPHAR/BPS
PharmaGKB	PA164748616
KEGG Drug
PubChem CID	0
ChEBI	135876
CAS Number	56124-62-0

Drug Properties

Molecular Weight	723.21
ALogP	-2.8852
MLogP	3.33
XLogP	1.053
HDA	11
HBD	5
Rotatable Bonds	23
TPSA	218.71
RO5 Violation	2